Category: 301673-14-3

In 2022,Chen, Yuqing; Yan, Huaipu; Liao, Qian; Zhang, Dandan; Lin, Shuangjie; Hao, Erjun; Murtaza, Rukhsana; Li, Chenchen; Wu, Chao; Duan, Chunying; Shi, Lei published an article in Angewandte Chemie, International Edition. The title of the article was 《Synthesis of Homoallylic Amines by Radical Allylation of Imines with Butadiene under Photoredox Catalysis》.Name: tert-Butyl 4-iodopiperidine-1-carboxylate The author mentioned the following in the article:

A conceptually different radical-radical cross-coupling strategy for the synthesis of a homoallyl amines RCH2CH=CHCH2CH(NHR1)(R2) (R = oxetan-3-yl, 3-methylbut-3-en-1-yl, 2-(tert-butoxy)-2-oxoethyl, etc.; R1 = 4-fluorophenyl, 2,4,6-trimethylphenyl, naphthalen-2-yl, etc.; R2 = thiophen-2-yl, 3,4-dimethoxyphenyl, 4-[methoxy(oxo)methyl]phenyl, etc.) between an α-amino alkyl radical and a transient allylic radical have been reported. This metal-free method provided a novel approach for the synthesis of homoallylic amines (>80 examples) from readily available materials with excellent regioselectivity and exceptional broad functional group compatibility. The results came from multiple reactions, including the reaction of tert-Butyl 4-iodopiperidine-1-carboxylate(cas: 301673-14-3Name: tert-Butyl 4-iodopiperidine-1-carboxylate)

tert-Butyl 4-iodopiperidine-1-carboxylate(cas: 301673-14-3) is one of organic iodides. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond. Iodo alkanes participate in a variety of organic synthesis reactions, which include the Simmons–Smith reaction (cyclopropanation using iodomethane), Williamson ether synthesis, Wittig reaction, Grignard reaction, alkyl coupling reactions, and Wurtz reaction.Name: tert-Butyl 4-iodopiperidine-1-carboxylate

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

Cheng, Li-Jie; Zhao, Siling; Mankad, Neal P. published their research in Angewandte Chemie, International Edition in 2021. The article was titled 《One-Step Synthesis of Acylboron Compounds via Copper-Catalyzed Carbonylative Borylation of Alkyl Halides**》.Category: iodides-buliding-blocks The article contains the following contents:

A Cu-catalyzed carbonylative borylation of unactivated alkyl halides was developed, enabling efficient synthesis of aliphatic K acyltrifluoroborates (KATs) in high yields by treating the in situ formed tetracoordinated acylboron intermediates with aqueous KHF2. A variety of functional groups are tolerated under the mild reaction conditions, and primary, secondary, and tertiary alkyl halides are all applicable. This method also provides facile access to N-methyliminodiacetyl (MIDA) acylboronates as well as α-methylated K acyltrifluoroborates in a 1-pot manner. Mechanistic studies indicate a radical atom transfer carbonylation (ATC) mechanism to form acyl halide intermediates that are subsequently borylated by (NHC)CuBpin. In the experimental materials used by the author, we found tert-Butyl 4-iodopiperidine-1-carboxylate(cas: 301673-14-3Category: iodides-buliding-blocks)

tert-Butyl 4-iodopiperidine-1-carboxylate(cas: 301673-14-3) is one of organic iodides. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond. Iodo alkanes participate in a variety of organic synthesis reactions, which include the Simmons–Smith reaction (cyclopropanation using iodomethane), Williamson ether synthesis, Wittig reaction, Grignard reaction, alkyl coupling reactions, and Wurtz reaction.Category: iodides-buliding-blocks

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

Tripathy, Alisha Rani; A, Rizwana Rahmathulla; Kumar, Amit; Yatham, Veera Reddy published an article in 2022. The article was titled 《Photocatalyzed alkylative cyclization of 2-isocyanobiphenyls with unactivated alkyl iodides》, and you may find the article in Organic & Biomolecular Chemistry.Formula: C10H18INO2 The information in the text is summarized as follows:

Herein, the first photocatalyzed radical cascade cyclization of 2-isocyanobiaryls with unactivated alkyl iodides was reported for the synthesis of 6-alkyl substituted phenanthridines I [R = n-Pr, t-Bu, cyclohexyl, etc.; R1 = H, Cl; R2 = H, 8-Et, 9-Me, etc.]. This simple protocol operated under mild reaction conditions and affords 6-alkyl phenanthridines in good yields. To elucidate the reaction mechanism, Stern-Volmer quenching studies were carried out and these studies revealed that the photocatalyst is not directly involved in a single electron transfer process with the alkyl iodide.tert-Butyl 4-iodopiperidine-1-carboxylate(cas: 301673-14-3Formula: C10H18INO2) was used in this study.

tert-Butyl 4-iodopiperidine-1-carboxylate(cas: 301673-14-3) is one of organic iodides. Organic iodides are used in veterinary products (Organic Iodide Powder) as a nutritional source of iodine. In the chemical industry, alkyl iodides serve as excellent alkylating agents and, specifically, methyl iodide is used as a methylating agent in the synthesis of various pharmaceutical drugs. Oceanic alkyl iodides are believed to be the principal source of atmospheric iodine.Formula: C10H18INO2

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

Application of 301673-14-3In 2022 ,《Enantioselective Reductive N-Cyclization-Alkylation Reaction of Alkene-Tethered Oxime Esters and Alkyl Iodides by Nickel Catalysis》 appeared in Journal of the American Chemical Society. The author of the article were Jia, Xue-Gong; Yao, Qi-Wei; Shu, Xing-Zhong. The article conveys some information:

Asym. cross-electrophile difunctionalization of tethered alkenes has become a powerful tool for the production of chiral cyclic scaffolds; however, the current studies all focus on carbocyclization reactions. Herein, an N-cyclization-alkylation reaction and showcase on the potential of heterocyclization for accessing new enantioenriched cyclic architectures is reported. This work establishes a new approach for enantioselective aza-Heck cyclization/cross-coupling sequence, which remains a long-standing unsolved challenge for the synthetic community. The reaction proceeds with primary, secondary, and a few tertiary alkyl iodides, and the use of newly defined ligands gave highly enantioenriched pyrrolines with improved mol. diversity under mild conditions. The presence of imine functionality allows for further structural variations. In the experiment, the researchers used many compounds, for example, tert-Butyl 4-iodopiperidine-1-carboxylate(cas: 301673-14-3Application of 301673-14-3)

tert-Butyl 4-iodopiperidine-1-carboxylate(cas: 301673-14-3) is one of organic iodides. The carbon-iodine bond is weaker than other carbon-halogen bonds due to the poor electronegative nature of the iodine atom. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine. Organic iodides can be alkyl, alkenyl, or alkynyl, and all of them are very reactive toward with many kinds of nucleophiles.Application of 301673-14-3

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

《Cu-Catalyzed Hydrocarbonylative C-C Coupling of Terminal Alkynes with Alkyl Iodides》 was written by Cheng, Li-Jie; Mankad, Neal P.. Recommanded Product: 301673-14-3This research focused onunsym dialkyl ketone regioselective synthesis; copper catalyzed hydrocarbonylative coupling terminal alkyne unactivated alkyl iodide. The article conveys some information:

A Cu-catalyzed hydrocarbonylative C-C coupling of terminal alkynes with unactivated alkyl iodides has been developed, enabling highly chemo- and regioselective synthesis of unsym. dialkyl ketones. A variety of functional groups are tolerated, and both primary and secondary alkyl iodides react well. An autotandem sequence of two Cu-catalyzed processes is proposed: first hydrocarbonylative coupling of the alkyne and the alkyl iodide, followed by reduction of the intermediate unsaturated ketone to the saturated product. Mechanistic experiments indicate that an alkenylcopper intermediate activates the alkyl iodide by single electron transfer to enable a radical carbonylation pathway. In the experiment, the researchers used many compounds, for example, tert-Butyl 4-iodopiperidine-1-carboxylate(cas: 301673-14-3Recommanded Product: 301673-14-3)

tert-Butyl 4-iodopiperidine-1-carboxylate(cas: 301673-14-3) is one of organic iodides. The carbon-iodine bond is weaker than other carbon-halogen bonds due to the poor electronegative nature of the iodine atom. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine. Organic iodides can be alkyl, alkenyl, or alkynyl, and all of them are very reactive toward with many kinds of nucleophiles.Recommanded Product: 301673-14-3

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

In 2016,Anka-Lufford, Lukiana L.; Huihui, Kierra M. M.; Gower, Nicholas J.; Ackerman, Laura K. G.; Weix, Daniel J. published 《Nickel-Catalyzed Cross-Electrophile Coupling with Organic Reductants in Non-Amide Solvents》.Chemistry – A European Journal published the findings.Recommanded Product: tert-Butyl 4-iodopiperidine-1-carboxylate The information in the text is summarized as follows:

Cross-electrophile coupling of aryl halides with alkyl halides has thus far been primarily conducted with stoichiometric metallic reductants in amide solvents. This report demonstrates that the use of tetrakis(dimethylamino)ethylene (TDAE) as an organic reductant enables the use of non-amide solvents, such as acetonitrile or propylene oxide, for the coupling of benzyl chlorides and alkyl iodides with aryl halides. Furthermore, these conditions work for several electron-poor heterocycles that are easily reduced by manganese. Finally, the authors demonstrate that TDAE addition can be used as a control element to ‘hold’ a reaction without diminishing yield or catalyst activity. The experimental part of the paper was very detailed, including the reaction process of tert-Butyl 4-iodopiperidine-1-carboxylate(cas: 301673-14-3Recommanded Product: tert-Butyl 4-iodopiperidine-1-carboxylate)

tert-Butyl 4-iodopiperidine-1-carboxylate(cas: 301673-14-3) is one of organic iodides. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond. Iodo alkanes participate in a variety of organic synthesis reactions, which include the Simmons–Smith reaction (cyclopropanation using iodomethane), Williamson ether synthesis, Wittig reaction, Grignard reaction, alkyl coupling reactions, and Wurtz reaction.Recommanded Product: tert-Butyl 4-iodopiperidine-1-carboxylate

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

《Synthesis of All-Carbon Disubstituted Bicyclo[1.1.1]pentanes by Iron-Catalyzed Kumada Cross-Coupling》 was published in Angewandte Chemie, International Edition in 2020. These research results belong to Nugent, Jeremy; Shire, Bethany R.; Caputo, Dimitri F. J.; Pickford, Helena D.; Nightingale, Frank; Houlsby, Ian T. T.; Mousseau, James J.; Anderson, Edward A.. Category: iodides-buliding-blocks The article mentions the following:

1,3-Disubstituted bicyclo[1.1.1]pentanes (BCPs) are important motifs in drug design as surrogates for p-substituted arenes and alkynes. Access to all-carbon disubstituted BCPs via cross-coupling has to date been limited to use of the BCP as the organometallic component, which restricts scope due to the harsh conditions typically required for the synthesis of metalated BCPs. Here the authors report a general method to access 1,3-C-disubstituted BCPs from 1-iodo-bicyclo[1.1.1]pentanes (iodo-BCPs) by direct iron-catalyzed cross-coupling with aryl and heteroaryl Grignard reagents. This chem. represents the first general use of iodo-BCPs as electrophiles in cross-coupling, and the first Kumada coupling of tertiary iodides. Benefiting from short reaction times, mild conditions, and broad scope of the coupling partners, it enables the synthesis of a wide range of 1,3-C-disubstituted BCPs including various drug analogs. The experimental process involved the reaction of tert-Butyl 4-iodopiperidine-1-carboxylate(cas: 301673-14-3Category: iodides-buliding-blocks)

tert-Butyl 4-iodopiperidine-1-carboxylate(cas: 301673-14-3) is one of organic iodides. Organic iodides are used in veterinary products (Organic Iodide Powder) as a nutritional source of iodine. In the chemical industry, alkyl iodides serve as excellent alkylating agents and, specifically, methyl iodide is used as a methylating agent in the synthesis of various pharmaceutical drugs. Oceanic alkyl iodides are believed to be the principal source of atmospheric iodine.Category: iodides-buliding-blocks

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

Formula: C10H18INO2In 2019 ,《Catalyst Free Reductive Coupling of Aromatic and Aliphatic Nitro Compounds with Organohalides》 was published in Angewandte Chemie, International Edition. The article was written by Rauser, Marian; Eckert, Raphael; Gerbershagen, Max; Niggemann, Meike. The article contains the following contents:

A rare reductive coupling of nitro compounds with organohalides has been realized. The reaction is initiated by a partial reduction of the nitro group to a nitrenoid intermediate. Therefore, not only aromatic but also aliphatic nitro compounds are efficiently transformed into monoalkylated amines, with organohalides as the alkylating agent. Given the innate reactivity of the nitrenoid, a catalyst is not required, resulting in a high tolerance for aryl halide substituents in both starting materials. The experimental process involved the reaction of tert-Butyl 4-iodopiperidine-1-carboxylate(cas: 301673-14-3Formula: C10H18INO2)

tert-Butyl 4-iodopiperidine-1-carboxylate(cas: 301673-14-3) is one of organic iodides. The carbon-iodine bond is weaker than other carbon-halogen bonds due to the poor electronegative nature of the iodine atom. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine. Organic iodides can be alkyl, alkenyl, or alkynyl, and all of them are very reactive toward with many kinds of nucleophiles.Formula: C10H18INO2

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

In 2017,Nuhant, Philippe; Oderinde, Martins S.; Genovino, Julien; Juneau, Antoine; Gagne, Yohann; Allais, Christophe; Chinigo, Gary M.; Choi, Chulho; Sach, Neal W.; Bernier, Louise; Fobian, Yvette M.; Bundesmann, Mark W.; Khunte, Bhagyashree; Frenette, Mathieu; Fadeyi, Olugbeminiyi O. published 《Visible-Light-Initiated Manganese Catalysis for C-H Alkylation of Heteroarenes: Applications and Mechanistic Studies》.Angewandte Chemie, International Edition published the findings.Safety of tert-Butyl 4-iodopiperidine-1-carboxylate The information in the text is summarized as follows:

A visible-light-driven Minisci protocol that employs an inexpensive earth-abundant metal catalyst, decacarbonyldimanganese Mn2(CO)10, to generate alkyl radicals from alkyl iodides has been developed. This Minisci protocol is compatible with a wide array of sensitive functional groups, including oxetanes, sugar moieties, azetidines, tert-Bu carbamates (Boc-group), cyclobutanes, and spirocycles. The robustness of this protocol is demonstrated on the late-stage functionalization of complex nitrogen-containing drugs. Photophys. and DFT studies indicate a light-initiated chain reaction mechanism propagated by Mn(CO)5 radical. The rate-limiting step is the iodine abstraction from an alkyl iodide by Mn(CO)5 radical. In the experiment, the researchers used many compounds, for example, tert-Butyl 4-iodopiperidine-1-carboxylate(cas: 301673-14-3Safety of tert-Butyl 4-iodopiperidine-1-carboxylate)

tert-Butyl 4-iodopiperidine-1-carboxylate(cas: 301673-14-3) is one of organic iodides. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond. Iodo alkanes participate in a variety of organic synthesis reactions, which include the Simmons–Smith reaction (cyclopropanation using iodomethane), Williamson ether synthesis, Wittig reaction, Grignard reaction, alkyl coupling reactions, and Wurtz reaction.Safety of tert-Butyl 4-iodopiperidine-1-carboxylate

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

The author of 《Nickel-Catalyzed Regioselective Hydroalkylation and Hydroarylation of Alkenyl Boronic Esters》 were Bera, Srikrishna; Hu, Xile. And the article was published in Angewandte Chemie, International Edition in 2019. Recommanded Product: tert-Butyl 4-iodopiperidine-1-carboxylate The author mentioned the following in the article:

Metal hydride catalyzed hydrocarbonation reactions of alkenes are an efficient approach to construct new C-C bonds from readily available alkenes. However, the regioselectivity of hydrocarbonation remains challenging to be controlled. In Ni hydride (NiH) catalyzed hydrocarbonation, linear selectivity is most often obtained because of the relative stability of the linear Ni-alkyl intermediate over its branched counterpart. Herein, the boronic pinacol ester (Bpin) group directs a Ni-catalyzed hydrocarbonation to occur at its adjacent C center, resulting in formal branch selectivity. Both alkyl and aryl halides can be used as electrophiles in this hydrocarbonation, providing access to a wide range of secondary alkyl Bpin derivatives, which are valuable building blocks in synthetic chem. The utility of the method is demonstrated by the late-stage functionalization of natural products and drug mols., the synthesis of an anticancer agent, and iterative syntheses. In the experiment, the researchers used many compounds, for example, tert-Butyl 4-iodopiperidine-1-carboxylate(cas: 301673-14-3Recommanded Product: tert-Butyl 4-iodopiperidine-1-carboxylate)

tert-Butyl 4-iodopiperidine-1-carboxylate(cas: 301673-14-3) is one of organic iodides. The carbon-iodine bond is weaker than other carbon-halogen bonds due to the poor electronegative nature of the iodine atom. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine. Organic iodides can be alkyl, alkenyl, or alkynyl, and all of them are very reactive toward with many kinds of nucleophiles.Recommanded Product: tert-Butyl 4-iodopiperidine-1-carboxylate

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