Tag: 400-500

Enantioselective Copper-Catalyzed Arylation-Driven Semipinacol Rearrangement of Tertiary Allylic Alcohols with Diaryliodonium Salts was written by Lukamto, Daniel H.;Gaunt, Matthew J.. And the article was included in Journal of the American Chemical Society in 2017.Application In Synthesis of Mesityl(p-tolyl)iodonium trifluoromethanesulfonate The following contents are mentioned in the article:

In the presence of a bis(phenyloxazoline)propane copper(II) triflate complex and 2,6-di-tert-butylpyridine in CH₂Cl₂, cyclic allylic alcs. such as I underwent diastereoselective and enantioselective tandem arylation and semipinacol rearrangements with aryl(mesityl)iodonium or diaryliodonium hexafluorophosphates to yield nonracemic aryl spirocyclic ketones such as II in 61-99% yields, 3:1->20:1 dr, and in 81:19-99.5:0.5 er. II underwent diastereoselective ketone reduction, reductive amination, and Baeyer-Villiger oxidation reactions to give products such as spirocyclohexaneindenes III (R = 3-BrC₆H₄CH₂NH, HO) as single diastereomers. The structure of II and of other aryl spirocyclic ketones were determined by X-ray crystallog. This study involved multiple reactions and reactants, such as Mesityl(p-tolyl)iodonium trifluoromethanesulfonate (cas: 1204518-02-4Application In Synthesis of Mesityl(p-tolyl)iodonium trifluoromethanesulfonate).

Mesityl(p-tolyl)iodonium trifluoromethanesulfonate (cas: 1204518-02-4) belongs to iodide derivatives. Indole, also called Benzopyrrole, a heterocyclic organic compound occurring in some flower oils, such as jasmine and orange blossom, in coal tar, and in fecal matter.Indole was synthesized in moderate yield via an o-naphthoquinone catalyzed tandem cross-coupling of substituted aniline and benzylamine under aerobic oxidation conditions.Application In Synthesis of Mesityl(p-tolyl)iodonium trifluoromethanesulfonate

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Cu(I)-Catalyzed Asymmetric Arylation of Pyrroles with Diaryliodonium Salts toward the Synthesis of N-N Atropisomers was written by Xu, Qi;Zhang, Huan;Ge, Fang-Bei;Wang, Xiao-Mei;Zhang, Peng;Lu, Chuan-Jun;Liu, Ren-Rong. And the article was included in Organic Letters in 2022.Computed Properties of C17H18F3IO3S The following contents are mentioned in the article:

The copper(I) catalysis using a bis(phosphine) dioxide ligand could catalyze the desym. C-H arylation of prochiral bipyrroles was reported. More than 50 nitrogen-nitrogen atropisomers I [R¹ = Ph, 3-ClC₆H₄, 2-naphthyl, etc.; R² = Me, Et, Bn, etc.; R³ = Me, Et, i-Pr; R⁴ = H, Me; R¹R⁴ = CH=CH-CH=CH; Ar = Ph, 4-MeC₆H₄, 3-ClC₆H₄, etc.] were achieved in good to excellent yields with excellent enantioselectivities (≤97% yield, ≤98% ee). The reaction proceeded under mild conditions with good functional group compatibility on arenes and diaryliodonium salts. Moreover, this principle enabled iterative arylation of the bipyrroles to enantioselectively arylate different positions during the catalysis of copper. This study involved multiple reactions and reactants, such as Mesityl(p-tolyl)iodonium trifluoromethanesulfonate (cas: 1204518-02-4Computed Properties of C17H18F3IO3S).

Mesityl(p-tolyl)iodonium trifluoromethanesulfonate (cas: 1204518-02-4) belongs to iodide derivatives. Indole exists overwhelmingly in the 1H-indole form as do other simple indoles. Due to this activity, the indole ring system has become an important component or intermediate in the synthesis of heterocycles.Computed Properties of C17H18F3IO3S

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Transition-Metal-Free N-Arylation of Pyrazoles with Diaryliodonium Salts was written by Gonda, Zsombor;Novak, Zoltan. And the article was included in Chemistry – A European Journal in 2015.Recommanded Product: Mesityl(p-tolyl)iodonium trifluoromethanesulfonate The following contents are mentioned in the article:

A new synthetic method was developed for the N-arylation of pyrazoles using diaryliodonium salts. The transformation does not require any transition-metal catalyst and provides the desired N-(aryl)pyrazole derivatives rapidly under mild reaction condition in the presence of aqueous ammonia solution as a mild base without the use of inert atm. The chemoselectivity of unsym. diaryliodonium salts was also explored with large number of examples. The synthesis of the target compounds was achieved by a reaction of 3,5-diphenyl-1H-pyrazole with (phenyl)(2,4,6-trimethylphenyl)iodonium 1,1,1-trifluoromethanesulfonate, (6-chloro-3-pyridinyl)(4-methoxyphenyl)iodonium trifluoromethanesulfonate and related substances. The title compounds thus formed included 1,3,5-triphenyl-1H-pyrazole derivatives, 4-iodo-1,3,5-triphenyl-1H-pyrazole derivatives This study involved multiple reactions and reactants, such as Mesityl(p-tolyl)iodonium trifluoromethanesulfonate (cas: 1204518-02-4Recommanded Product: Mesityl(p-tolyl)iodonium trifluoromethanesulfonate).

Mesityl(p-tolyl)iodonium trifluoromethanesulfonate (cas: 1204518-02-4) belongs to iodide derivatives. In addition to tryptophan, indigo, and indoleacetic acid, numerous compounds obtainable from plant or animal sources contain the indole molecular structure.Indole was synthesized in moderate yield via an o-naphthoquinone catalyzed tandem cross-coupling of substituted aniline and benzylamine under aerobic oxidation conditions.Recommanded Product: Mesityl(p-tolyl)iodonium trifluoromethanesulfonate

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Multicomponent alkene azidoarylation by anion-mediated dual catalysis was written by Bunescu, Ala;Abdelhamid, Yusra;Gaunt, Matthew J.. And the article was included in Nature (London, United Kingdom).HPLC of Formula: 1204518-02-4 The following contents are mentioned in the article:

The development of a dual catalysis platform that enabled a multicomponent coupling of alkenes, aryl electrophiles and a simple nitrogen nucleophile, providing single-step access to synthetically versatile and functionally diverse β-arylethylamines was reported. Driven by visible light, two discrete copper catalysts orchestrated aryl-radical formation and azido-group transfer, which underpin an alkene azidoarylation process. The process showed broad scope in alkene and aryl components and an azide anion performs a multifaceted role both as a nitrogen source and in mediating the redox-neutral dual catalysis via inner-sphere electron transfer. The synthetic capabilities of this anion-mediated alkene functionalization process are likely to be of use in a variety of pharmaceutically relevant and wider synthetic applications. This study involved multiple reactions and reactants, such as Mesityl(p-tolyl)iodonium trifluoromethanesulfonate (cas: 1204518-02-4HPLC of Formula: 1204518-02-4).

Mesityl(p-tolyl)iodonium trifluoromethanesulfonate (cas: 1204518-02-4) belongs to iodide derivatives. Indole exists overwhelmingly in the 1H-indole form as do other simple indoles. It is used in perfumery and in making tryptophan, an essential amino acid, and indoleacetic acid (heteroauxin), a hormone that promotes the development of roots in plant cuttings.HPLC of Formula: 1204518-02-4

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Copper-Catalyzed Trifluoromethylthiolation of Di(hetero)aryl-λ³-iodanes: Mechanistic Insight and Application to Synthesis of (Hetero)Aryl Trifluoromethyl Sulfides was written by Saravanan, Perumal;Anbarasan, Pazhamalai. And the article was included in Advanced Synthesis & Catalysis in 2015.Synthetic Route of C17H18F3IO3S The following contents are mentioned in the article:

The direct and regioselective copper/S-Phos-catalyzed trifluoromethylthiolation of sym. and unsym. di(hetero)aryl-λ³-iodanes has been accomplished for the synthesis of various (hetero)aryl trifluoromethyl sulfides employing readily accessible silver trifluoromethylthiolate (AgSCF₃) as nucleophilic trifluoromethylthiolating reagent. The developed transformation tolerates various functional groups like nitrile, enolizable ketone, ester, nitro and free carboxylic acid. Interestingly, the formal trifluoromethylthiolation of arenes was also achieved through integration of the synthesis of diaryl-λ³-iodanes from arenes with the trifluoromethylthiolation. Mechanistic investigations did not favor the radical formation and SET pathway. Based on the variable temperature ¹⁹F NMR spectroscopy, isolation of the most relevant catalytic intermediate, and stoichiometric studies supported the Cu(I)/Cu(III) catalytic cycle, wherein the oxidative addition of diaryl-λ³-iodanes was assisted by the silver salt. This study involved multiple reactions and reactants, such as Mesityl(p-tolyl)iodonium trifluoromethanesulfonate (cas: 1204518-02-4Synthetic Route of C17H18F3IO3S).

Mesityl(p-tolyl)iodonium trifluoromethanesulfonate (cas: 1204518-02-4) belongs to iodide derivatives. Indole is an important structural motif of various drugs, therapeutic leads besides its prevalence in numerous natural products, agrochemicals, perfumery, and dyes. Moreover, it is known that it controls biofilm formation. However, the role of indole in the cell has not been fully elucidated.Synthetic Route of C17H18F3IO3S

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Efficient N-arylation of azole compounds utilizing selective aryl-transfer TMP-iodonium(III) reagents was written by Koseki, Daichi;Aoto, Erika;Shoji, Toshitaka;Watanabe, Kazuma;In, Yasuko;Kita, Yasuyuki;Dohi, Toshifumi. And the article was included in Tetrahedron Letters in 2019.Product Details of 1204518-02-4 The following contents are mentioned in the article:

It was determined that diaryliodonium(III) triflates bearing a trimethoxybenzene (TMP) auxiliary 2,4,6-(OCH₃)₃C₆H₂I⁺Ar-OTf^– (Ar = Ph, 4-methylphenyl, 4-methoxyphenyl, 2-chlorophenyl, thiophene-3-yl) are more reactive than the reported selective aryl-transfer iodonium salts in the N-arylation of benzimidazoles I (R = H, 5-NO₂, 6-Me, 5-OMe, 5-C(O)OMe) and other types of azole compounds such as 1H-imidazole, 2-methyl-1H-imidazole and 1H-pyrazole under catalytic conditions. The TMP-iodonium(III) salts can thus effectively facilitate the reaction at 50 °C or below, producing the corresponding N-arylated biaryls, e.g., II without the formation of TMP-derived coupling byproducts. Utilization of this TMP reagent under mild conditions would prevent the underlying problem of participation of the auxiliary group in the coupling reactions, which are observed while using the iodonium(III) salts that require elevated temperatures This study involved multiple reactions and reactants, such as Mesityl(p-tolyl)iodonium trifluoromethanesulfonate (cas: 1204518-02-4Product Details of 1204518-02-4).

Mesityl(p-tolyl)iodonium trifluoromethanesulfonate (cas: 1204518-02-4) belongs to iodide derivatives. Indole, also called Benzopyrrole, a heterocyclic organic compound occurring in some flower oils, such as jasmine and orange blossom, in coal tar, and in fecal matter. Indole plays a fundamental role for QS in E. coli, being one of the signal molecules responsible for the transcription of a variety of genes (gabT, and tnaB ASTD). Product Details of 1204518-02-4

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Copper-Catalyzed Cascade Cyclization of Indolyl Homopropargyl Amides: Stereospecific Construction of Bridged Aza-[n.2.1] Skeletons was written by Tan, Tong-De;Zhu, Xin-Qi;Bu, Hao-Zhen;Deng, Guocheng;Chen, Yang-Bo;Liu, Rai-Shung;Ye, Long-Wu. And the article was included in Angewandte Chemie, International Edition in 2019.SDS of cas: 349404-93-9 The following contents are mentioned in the article:

Catalytic cycloisomerization-initiated cascade cyclizations of terminal alkynes have received tremendous interest, and been widely used in the facile synthesis of a diverse array of valuable complex heterocycles. However, these tandem reactions have been mostly limited to noble-metal catalysis, and are initiated by an exo-cyclization pathway. Reported herein is an unprecedented copper-catalyzed endo-cyclization-initiated tandem reaction of indolyl homopropargyl amides, where copper catalyzes both the hydroamination and Friedel-Crafts alkylation process [e.g., I → II (85%)]. This method allows the practical and atom-economical synthesis of valuable bridged aza-[n.2.1] skeletons (n=3-6) with wide substrate scope, and excellent diastereoselectivity and enantioselectivity by a chirality-transfer strategy. Moreover, the mechanistic rationale for this novel cascade cyclization is also strongly supported by control experiments, and is distinctively different from the related gold catalysis. This study involved multiple reactions and reactants, such as 4-Bromo-N-(2-iodophenyl)benzenesulfonamide (cas: 349404-93-9SDS of cas: 349404-93-9).

4-Bromo-N-(2-iodophenyl)benzenesulfonamide (cas: 349404-93-9) belongs to iodide derivatives. In addition to tryptophan, indigo, and indoleacetic acid, numerous compounds obtainable from plant or animal sources contain the indole molecular structure. Due to this activity, the indole ring system has become an important component or intermediate in the synthesis of heterocycles.SDS of cas: 349404-93-9

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Palladium-catalyzed redox cascade for direct β-arylation of ketones was written by Huang, Zhongxing;Dong, Guangbin. And the article was included in Tetrahedron in 2018.Electric Literature of C17H18F3IO3S The following contents are mentioned in the article:

A full article about the detailed design and development of two palladium-catalyzed redox cascade methods that enable direct β-arylation of ketones was reported. Palladium-catalyzed ketone dehydrogenation, aryl-X bond activation and conjugate addition were merged into a redox-neutral catalytic cycle. Non-metal-based aryl electrophiles were used as both the oxidant and the aryl source. The β-arylation with aryl iodides was achieved site-selectively with Pd(TFA)₂/P(i-Pr)₃ as the precatalyst and AgTFA as the iodide scavenger. Both cyclic and linear ketones were reacted to give β-aryl ketones with excellent functional group tolerance. The β-arylation with diaryliodonium salts was realized without stoichiometric heavy metal additives, and proved to be redox-neutral. A wider substrate scope regarding aryl groups and ketones was obtained for the arylation with diaryliodonium salts, and the possible involvement of palladium nanoparticles as the active catalyst was examined and discussed. This study involved multiple reactions and reactants, such as Mesityl(p-tolyl)iodonium trifluoromethanesulfonate (cas: 1204518-02-4Electric Literature of C17H18F3IO3S).

Mesityl(p-tolyl)iodonium trifluoromethanesulfonate (cas: 1204518-02-4) belongs to iodide derivatives. Indole, first isolated in 1866, and it is commonly synthesized from phenylhydrazine and pyruvic acid, although several other procedures have been discovered.Indole was synthesized in moderate yield via an o-naphthoquinone catalyzed tandem cross-coupling of substituted aniline and benzylamine under aerobic oxidation conditions.Electric Literature of C17H18F3IO3S

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Recyclable synthesis of mesityl iodonium(III) salts was written by Dohi, Toshifumi;Hayashi, Takumi;Ueda, Shohei;Shoji, Toshitaka;Komiyama, Keina;Takeuchi, Hitoshi;Kita, Yasuyuki. And the article was included in Tetrahedron in 2019.Electric Literature of C17H18F3IO3S The following contents are mentioned in the article:

An efficient protocol for C-H condensation of hypervalent iodine compounds with arenes in fluoroalcs. was applied to the recyclable preparation of mesityl iodonium(III) salts. The electrophilicities of [hydroxy(tosyloxy)iodo]mesitylene [MesI(OH)OTs] and iodomesitylene diacetate [MesI(OAc)₂] were suitably enhanced in 2,2,2-trifluoroethanol. A series of nucleophilic aromatic compounds reacted smoothly with MesI(OH)OTs and MesI(OAc)₂ or in-situ hypervalent iodine(III) species, generated from iodomesitylene, to provide the target mesityl iodonium(III) salts in good yields at room temperature with broad functional group tolerance. This C-H condensation strategy merits high para-regioselectivities during the diaryliodonium(III) salt formation, but the major limitation in the case of low-reactive aromatic substrates is byproduct formation resulting from the self-condensation of the nucleophilic mesitylene ring in MesI(OH)OTs and MesI(OAc)₂. This study involved multiple reactions and reactants, such as Mesityl(p-tolyl)iodonium trifluoromethanesulfonate (cas: 1204518-02-4Electric Literature of C17H18F3IO3S).

Mesityl(p-tolyl)iodonium trifluoromethanesulfonate (cas: 1204518-02-4) belongs to iodide derivatives. In addition to tryptophan, indigo, and indoleacetic acid, numerous compounds obtainable from plant or animal sources contain the indole molecular structure. More than 200 indole derivatives have already been marketed as drugs or are under advanced stages of clinical trials.Electric Literature of C17H18F3IO3S

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Tandem Arylation/Friedel-Crafts Reaction of O-Hydroxy Bisbenzylic Alcohols with Diaryliodonium Salts: One Pot Synthesis of Unsymmetrical 9-Arylxanthenes was written by Mao, Song;Hua, Zerui;Wu, Xunshen;Yang, Yang;Han, Jianwei;Wang, Limin. And the article was included in ChemistrySelect in 2016.Product Details of 1204518-02-4 The following contents are mentioned in the article:

A one-pot synthesis of 9-arylxanthenes I (R¹ = H, 2-Br, 4-t-Bu, 4-Me, 1,4-Me₂, etc., R² = H, R³ = Ph, 2-MeOC₆H₄, 4-FC₆H₄, 1-naphthyl, etc.; R¹ = H, R² = 2-F, 2-F₃C, 2-EtO₂C, etc.; R³ = Ph) from easily prepared o-hydroxy bisbenzylic alcs. II and diaryliodonium salts III (R⁴ = R², 2,4,6-Me₃) is reported. O-Hydroxy bisbenzylic alcs. were utilized to generate carbinols in-situ with diaryliodonium salts promoted by base. Carbinols were then subjected to Bronsted acid catalyzed cyclization to furnish 9-arylxanthenes. A variety of sym. and unsym. 9-aryxanthenes were prepared assisted by base and Bronsted acid under mild conditions in satisfactory yields (up to 95%). Furthermore, the procedure was capable of tolerating a wide range of substrates. This study involved multiple reactions and reactants, such as Mesityl(p-tolyl)iodonium trifluoromethanesulfonate (cas: 1204518-02-4Product Details of 1204518-02-4).

Mesityl(p-tolyl)iodonium trifluoromethanesulfonate (cas: 1204518-02-4) belongs to iodide derivatives. Indole exists overwhelmingly in the 1H-indole form as do other simple indoles. Moreover, it is known that it controls biofilm formation. However, the role of indole in the cell has not been fully elucidated.Product Details of 1204518-02-4

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com