Category: iodides-buliding-blocks

Synthesis of α-Trifluoromethylacrylates by Ligand-Free Palladium-Catalyzed Mizoroki-Heck Reaction was written by Xiao, Pan;Schlinquer, Claire;Pannecoucke, Xavier;Bouillon, Jean-Philippe;Couve-Bonnaire, Samuel. And the article was included in Journal of Organic Chemistry in 2019.Name: 4-Iodo-1,2-dimethoxybenzene This article mentions the following:

Efficient ligand-free palladium catalyzed Mizoroki-Heck reaction allowed the formation of trisubstituted α-trifluoromethylacrylates. The reaction showed good chem. tolerance and furnished moderate to excellent yields of reaction. Silver salt additive proved to be essential for the reaction. The reaction has been then applied to the formation of 3-trifluoromethyl coumarins and analogs of therapeutic agents. In the experiment, the researchers used many compounds, for example, 4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2Name: 4-Iodo-1,2-dimethoxybenzene).

4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2) belongs to iodide derivatives. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine. Organoiodine lubricants can be used with titanium, stainless steels, and other metals which tend to seize up with conventional lubricants: organoiodine lubricants can be used in turbines and spacecraft, and as a cutting oil in machining.Name: 4-Iodo-1,2-dimethoxybenzene

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

Synthesis and Characterization of Potential Impurities of Canagliflozin was written by Pachore, Sharad S.;Akula, Swapna;Aaseef, Mohammad;Usha Jyothi, Mudumbai;Vemuri, Sasikala;Prakash, Lakki Reddy;Vidavulur, Siddaiah;Sonawane, Swapnil P.;Syam Kumar, Unniar K.;Dahanukar, Vilas H.. And the article was included in ChemistrySelect in 2017.Category: iodides-buliding-blocks This article mentions the following:

Multiple sources of anticipated process and degradation impurities of canagliflozin drug has been identified during its laboratory optimization and later in com. scale manufacturing process. The structure of these impurities were confirmed by their independent synthesis as well as by their complete spectral characterization including 2D NMR, ¹⁹F NMR, and their chromatog. retention time profile. As a part of these investigations, three new impurities such as Hydroperoxide (Impurity-D), Sulfone (impurity-F) and Dimer (impurity-C) were characterized. The present work describe our detailed investigations on the structural characterization of canagliflozin impurities, and further their independent synthesis. In the experiment, the researchers used many compounds, for example, 3-Iodo-2-methylbenzoic acid (cas: 133232-56-1Category: iodides-buliding-blocks).

3-Iodo-2-methylbenzoic acid (cas: 133232-56-1) belongs to iodide derivatives. Organic iodides are widely used in organic synthesis. Halogenation of aromatic hydrocarbons is a very important reaction via an electrophilic aromatic substitution. 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

A practical route to β^2,3-amino acids with alkyl side chains was written by Longobardo, Luigi;DellaGreca, Marina;de Paola, Ivan. And the article was included in SpringerPlus in 2015.Synthetic Route of C4H8ClI This article mentions the following:

Enantiopure N(Boc)-β³-amino nitriles, valuable synthetic intermediates in the multistep homologation of α-amino acids, were alkylated using n-BuLi as base. Alkylations afforded easily separable, almost equimol. mixtures of diastereomeric N(Boc)-protected syn and anti β^2,3-amino nitriles. Suitable manipulations of both cyano and amino groups eventually led to enantiopure N- and/or C-protected β^2,3-amino acids. For example, methanolysis using concentrate HCl gas in MeOH, provides C-protected β^2,3-amino acids in excellent yields. This methodol. is applied to the synthesis of a series N(Boc)-β^2,3-dialkyl amino nitriles derived from L-phenylalanine, D-phenylalanine, L-valine and one C-protected β^2,3-amino acid. The authors demonstrate an efficient procedure for the preparation of anti and syn β^2,3-amino acids with alkyl side chains, from α-amino acids in reasonable yields. In the experiment, the researchers used many compounds, for example, 1-Chloro-4-iodobutane (cas: 10297-05-9Synthetic Route of C4H8ClI).

1-Chloro-4-iodobutane (cas: 10297-05-9) belongs to iodide derivatives. Iodide-containing intermediates are common in organic synthesis, because of the easy formation and cleavage of the C–I bond. 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.Synthetic Route of C4H8ClI

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

Application of Structure-Based Design and Parallel Chemistry to Identify a Potent, Selective, and Brain Penetrant Phosphodiesterase 2A Inhibitor was written by Helal, Christopher J.;Arnold, Eric P.;Boyden, Tracey L.;Chang, Cheng;Chappie, Thomas A.;Fennell, Kimberly F.;Forman, Michael D.;Hajos, Mihaly;Harms, John F.;Hoffman, William E.;Humphrey, John M.;Kang, Zhijun;Kleiman, Robin J.;Kormos, Bethany L.;Lee, Che-Wah;Lu, Jiemin;Maklad, Noha;McDowell, Laura;Mente, Scot;O’Connor, Rebecca E.;Pandit, Jayvardhan;Piotrowski, Mary;Schmidt, Anne W.;Schmidt, Christopher J.;Ueno, Hirokazu;Verhoest, Patrick R.;Yang, Edward X.. And the article was included in Journal of Medicinal Chemistry in 2017.Synthetic Route of C4H5IN2 This article mentions the following:

Phosphodiesterase 2A (PDE2A) inhibitors have been reported to demonstrate in vivo activity in preclin. models of cognition. To more fully explore the biol. of PDE2A inhibition, we sought to identify potent PDE2A inhibitors with improved brain penetration as compared to current literature compounds Applying estimated human dose calculations while simultaneously leveraging synthetically enabled chem. and structure-based drug design has resulted in a highly potent, selective, brain penetrant compound 71 (PF-05085727) that effects in vivo biochem. changes commensurate with PDE2A inhibition along with behavioral and electrophysiol. reversal of the effects of NMDA antagonists in rodents. This data supports the ability of PDE2A inhibitors to potentiate NMDA signaling and their further development for clin. cognition indications. In the experiment, the researchers used many compounds, for example, 5-Iodo-1-methyl-1H-pyrazole (cas: 34091-51-5Synthetic Route of C4H5IN2).

5-Iodo-1-methyl-1H-pyrazole (cas: 34091-51-5) belongs to iodide derivatives. Organic iodides are organic compounds containing a carbon-iodine (C-I) bond. The carbon-iodine bond is weaker than other carbon-halogen bonds due to the poor electronegative nature of the iodine atom. The C–I bond is the weakest of the carbon–halogen bonds. These bond strengths correlate with the electronegativity of the halogen, decreasing in the order F > Cl > Br > I.Synthetic Route of C4H5IN2

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

Intramolecular carbolithiation promoted by a DTBB-catalyzed chlorine-lithium exchange was written by Yus, Miguel;Ortiz, Rosa;Huerta, Fernando F.. And the article was included in Tetrahedron in 2003.Reference of 10297-05-9 This article mentions the following:

The reaction of 6-chloro-1-hexene 1 with lithium powder and a catalytic amount of 4,4′-di-tert-butyl-1,1′-biphenyl (DTBB, 5% molar) in THF at -78° gives the corresponding organolithium intermediate 5-hexenyllithium (2), which by reaction with carbonyl compounds (3-pentanone, pivalaldehyde, benzaldehyde, cyclohexanone, acetophenone) affords, after hydrolysis, the expected carbinols. The same reaction performed at -30° gives corresponding cyclopentylmethyl carbinols, probably by cyclization of the open-chain intermediate 2 to give the cyclopentylmethyllithium compound (4). When the double bond in the starting chloroalkene is disubstituted, as for 6-chloro-2-propyl-1-hexene (6) and (Z)-8-chloro-3-octene (9), the cyclization is inhibited and the corresponding acyclic carbinols were obtained in the reaction with carbonyl compounds However, when the substituent at the same positions is a Ph group in 6-chloro-2-phenyl-1-hexene (12) and (Z)-6-chloro-1-phenyl-1-hexene (15), only the cyclized products, corresponding α-substituted 1-phenylcyclopentaneethanols (14) and 1-substituted 2-cyclopentyl-2-phenylethanols (17) were isolated. In the case of the secondary chloro-derivative, 6-chloro-1-nonene (18), as in the case of 1, the reaction can be directed to both the acyclic or cyclic products, depending on the reaction temperature (-78 or -30°, resp.). For the tertiary chloro derivative, 6-chloro-6-ethyl-1-octene (23), only the cyclic compound, α,α,2,2-tetraethylcyclopentaneethanol (27) could be isolated at -30° due to the instability of the corresponding tertiary organolithium intermediate, which undergoes a proton abstraction even at -78°. From allyl 2-chlorophenyl ether (28) or N,N-diallyl-2-chloroaniline (32), only the corresponding cyclic compounds, α,α-diethyl-2,3-dihydro-1H-benzofuran-3-ethanol (31) and 1-allyl-α,α-diethyl-2,3-dihydro-1H-indole-3-ethanol (33), resp., were isolated either at -78 or at -30°. In all cases a carbanionic cyclization, rather than a radical one, is suggested to occur as preferred mechanistic pathway. In the experiment, the researchers used many compounds, for example, 1-Chloro-4-iodobutane (cas: 10297-05-9Reference of 10297-05-9).

1-Chloro-4-iodobutane (cas: 10297-05-9) belongs to iodide derivatives. Organoiodine compounds occur widely in organic chemistry, but are relatively rare in nature. The C–I bond is the weakest of the carbon–halogen bonds. These bond strengths correlate with the electronegativity of the halogen, decreasing in the order F > Cl > Br > I.Reference of 10297-05-9

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

Use of Koser’s reagent for the iodination of the rings of polyalkylbenzenes was written by Bovonsombat, Pakorn;Angara, Geetha J.;McNelis, Edward. And the article was included in Synlett in 1992.Formula: C10H12I2 This article mentions the following:

[Hydroxy(tosyloxy)iodo]benzene (Koser’s reagent) was used in catalytic quantities with N-iodosuccinimide and in stoichiometric quantities with iodine to iodinate the rings of polyalkylbenzenes (4 examples). In the experiment, the researchers used many compounds, for example, 1,4-Diiodo-2,3,5,6-tetramethylbenzene (cas: 3268-21-1Formula: C10H12I2).

1,4-Diiodo-2,3,5,6-tetramethylbenzene (cas: 3268-21-1) belongs to iodide derivatives. Iodide-containing intermediates are common in organic synthesis, because of the easy formation and cleavage of the C–I bond. 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.Formula: C10H12I2

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

1,6-Disubstituted indole derivatives as selective human neuronal nitric oxide synthase inhibitors was written by Maddaford, Shawn;Renton, Paul;Speed, Joanne;Annedi, Subhash C.;Ramnauth, Jailall;Rakhit, Suman;Andrews, John;Mladenova, Gabriela;Majuta, Lisa;Porreca, Frank. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2011.Application In Synthesis of 1-Chloro-4-iodobutane This article mentions the following:

A series of 1,6-disubstituted indole derivatives was designed, synthesized and evaluated as inhibitors of human nitric oxide synthase (NOS). By varying the basic amine side chain at the 1-position of the indole ring, several potent and selective inhibitors of human neuronal NOS were identified. In general, compounds with bulkier side chains displayed increased selectivity for nNOS over eNOS and iNOS isoforms. One of the compounds, (R)-I, was shown to reduce tactile hyperesthesia (allodynia) after oral administration (30 mg/kg) in an in vivo rat model of dural inflammation relevant to migraine pain. In the experiment, the researchers used many compounds, for example, 1-Chloro-4-iodobutane (cas: 10297-05-9Application In Synthesis of 1-Chloro-4-iodobutane).

1-Chloro-4-iodobutane (cas: 10297-05-9) belongs to iodide derivatives. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine. The C–I bond is the weakest of the carbon–halogen bonds. These bond strengths correlate with the electronegativity of the halogen, decreasing in the order F > Cl > Br > I. This periodic order also follows the atomic radius of halogens and the length of the carbon-halogen bond.Application In Synthesis of 1-Chloro-4-iodobutane

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

Synthesis of 1-Substituted Fluorenones was written by George, Stephen R. D.;Scott, Lawrence T.;Harper, Jason B.. And the article was included in Polycyclic Aromatic Compounds in 2016.Synthetic Route of C7H4ClIO2 This article mentions the following:

A convenient and scalable synthesis of a range of 1-substituted fluorenones I (X = F, Cl, OCH₃, CONH₂, etc.) from readily available starting materials is described. Through the use of either a Suzuki process, benzyne chem., or the Hoffmann rearrangement, a range of different 1-substituted fluorenones (fluoro, chloro, bromo, iodo, methoxy, cyano, amino, Ph, and hydroxy) were prepared on a multigram scale using robust and readily reproducible chem. In the experiment, the researchers used many compounds, for example, 2-Chloro-6-iodobenzoic acid (cas: 13420-63-8Synthetic Route of C7H4ClIO2).

2-Chloro-6-iodobenzoic acid (cas: 13420-63-8) belongs to iodide derivatives. Generally organic iodides can be divided into two classes of alkyl iodides and aryl iodides. Typical reactions of alkyl iodides include nucleophilic substitution, elimination, reduction, and the formation of organometallics. The C–I bond is the weakest of the carbon–halogen bonds. These bond strengths correlate with the electronegativity of the halogen, decreasing in the order F > Cl > Br > I. This periodic order also follows the atomic radius of halogens and the length of the carbon-halogen bond.Synthetic Route of C7H4ClIO2

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

Pd-catalyzed cross-electrophile Coupling/C-H alkylation reaction enabled by a mediator generated via C(sp³)-H activation was written by Wu, Zhuo;Jiang, Hang;Zhang, Yanghui. And the article was included in Chemical Science in 2021.Application In Synthesis of 4-Bromo-2-iodophenol This article mentions the following:

Pd-catalyzed cascade cross-electrophile coupling and C-H alkylation reaction of 2-iodo-alkoxylarenes with alkyl chlorides were reported. Methoxy and benzyloxy groups, which were ubiquitous functional groups and common protecting groups, were utilized as crucial mediators via primary or secondary C(sp³)-H activation. The reaction provided an innovative and convenient access for the synthesis of alkylated phenol derivatives, which were widely found in bioactive compounds and organic functional materials. In the experiment, the researchers used many compounds, for example, 4-Bromo-2-iodophenol (cas: 207115-22-8Application In Synthesis of 4-Bromo-2-iodophenol).

4-Bromo-2-iodophenol (cas: 207115-22-8) belongs to iodide derivatives. Organic iodides are organic compounds containing a carbon-iodine (C-I) bond. The carbon-iodine bond is weaker than other carbon-halogen bonds due to the poor electronegative nature of the iodine atom. 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.Application In Synthesis of 4-Bromo-2-iodophenol

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

B-Ring-Modified isoCombretastatin A-4 Analogues Endowed with Interesting Anticancer Activities was written by Hamze, Abdallah;Rasolofonjatovo, Evelia;Provot, Olivier;Mousset, Celine;Veau, Damien;Rodrigo, Jordi;Bignon, Jerome;Liu, Jian-Miao;Wdzieczak-Bakala, Joanna;Thoret, Sylviane;Dubois, Joelle;Brion, Jean-Daniel;Alami, Mouad. And the article was included in ChemMedChem in 2011.Category: iodides-buliding-blocks This article mentions the following:

A novel class of isocombretastatin A-4 (isoCA-4) analogs with modifications at the 3′-position of the B-ring by replacement with C-linked substituents was studied. Exploration of the structure-activity relationships of theses analogs led to the identification of several compounds that exhibit excellent antiproliferative activities in the nanomolar concentration range against H1299, MDA-MB231, HCT116, and K562 cancer cell lines; they also inhibit tubulin polymerization with potency similar to that of isoCA-4. 1,1-Diarylethylenes 8 and 17, resp. with (E)-propen-3-ol and propyn-3-ol substituents at the 3′-position of the B-ring, proved to be the most active in this series. Both compounds led to the arrest of various cancer cell lines at the G₂/M phase of the cell cycle and strongly induced apoptosis. Docking of compounds 8 and 17 in the colchicine binding site indicated that their C3′ substituents guide the positioning of the B-ring in a manner different from that observed for isoCA-4. In the experiment, the researchers used many compounds, for example, 3-Iodo-4-methoxybenzaldehyde (cas: 2314-37-6Category: iodides-buliding-blocks).

3-Iodo-4-methoxybenzaldehyde (cas: 2314-37-6) belongs to iodide derivatives. Iodide-containing intermediates are common in organic synthesis, because of the easy formation and cleavage of the C–I bond. The C–I bond is the weakest of the carbon–halogen bonds. These bond strengths correlate with the electronegativity of the halogen, decreasing in the order F > Cl > Br > I.Category: iodides-buliding-blocks

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