Month: October 2022

Luo, Xin-Long; Ge, Danhua; Yu, Zi-Lun; Chu, Xue-Qiang; Xu, Pei published an article in 2021. The article was titled 《Vitamin B1-catalyzed aerobic oxidative esterification of aromatic aldehydes with alcohols》, and you may find the article in RSC Advances.Category: iodides-buliding-blocks The information in the text is summarized as follows:

A straightforward aerobic oxidative esterification of aryl aldehydes RCHO (R = 3-nitrophenyl, 3-fluoro-4-nitrophenyl, 4-iodophenyl, etc.) with alcs. R1OH (R1 = Me, benzyl, pyridin-2-ylmethyl, etc.) has been developed for the synthesis of substituted esters RC(O)OR1 by employing vitamin B1 as a cost-effective, metal-free, and eco-friendly NHC catalyst. Air is used as a green terminal oxidant. The reaction is a useful addition to the existing NHC-catalytic oxidative esterification. After reading the article, we found that the author used 4-Iodobenzaldehyde(cas: 15164-44-0Category: iodides-buliding-blocks)

4-Iodobenzaldehyde(cas: 15164-44-0) is used in synthesis of 4-[2-(trimethylsilyl)ethynyl]benzaldehyde, 5,15-dimesityl-10-(3-[2-(trimethylsilyl)ethynyi]phenyl}-20-(4-iodophenyl)porphyrin, and 5,15-dimesityl-10-[3,5-bis{2-[4-(N,N’-difluoroboryl-1,9-dimethyidipyrrin-5-yl)-phenyl]ethynyl}phenyl]-20-(4-iodophenyl)porphyrin.Category: iodides-buliding-blocks

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

Zou, Zhenlei; Li, Heyin; Huang, Mengjun; Zhang, Weigang; Zhi, Sanjun; Wang, Yi; Pan, Yi published an article in 2021. The article was titled 《Electrochemical-Promoted Nickel-Catalyzed Oxidative Fluoroalkylation of Aryl Iodides》, and you may find the article in Organic Letters.Product Details of 619-58-9 The information in the text is summarized as follows:

This work describes a general strategy for metal-catalyzed cross-coupling of fluoroalkyl radicals with aryl halides ArX (Ar = biphenyl-4-yl, benzothiophen-3-yl, benzodioxol-5-yl, etc.; X = Br, I) under electrochem. conditions. The contradiction between anodic oxidation of fluoroalkyl sulfinates NaSO2CF2H, NaSO2CH2F and cathodic reduction of low-valent nickel catalysts can be well addressed by paired electrolysis, allowing for direct introduction of fluorinated functionalities into aromatic systems. After reading the article, we found that the author used 4-Iodobenzoic acid(cas: 619-58-9Product Details of 619-58-9)

4-Iodobenzoic acid(cas: 619-58-9) belongs to 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.Product Details of 619-58-9

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

In 2022,Ding, Decai; Dong, Haiyan; Wang, Chuan published an article in CCS Chemistry. The title of the article was 《Nickel-catalyzed reductive electrophilic ring-opening of benzofurans with alkyl halides》.Category: iodides-buliding-blocks The author mentioned the following in the article:

Developed an electrophilic ring-opening reaction, which was beyond the strained small ring system. Under reductive nickel catalysis, ring-opening of diverse benzofurans via endocyclic inert carbon-oxygen bond cleavage was achieved with an array of inactivated secondary and tertiary alkyl halides as coupling partners, allowed for the preparation of a series of (E)-o-alkenylphenols with excellent E/Z-selectivity and high functional tolerance. The utility of this method were further demonstrated through derivatizations of the ring-opening products using the o-hydroxyl group as a functional handle, providing various organic compounds in good to high efficiency. 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. 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

In 2022,Du, Yiming; Chen, Shuxin; Huang, Ao; Chen, Yihan; Liu, Yun-Lin; Song, Gaopeng; Tang, Ri-Yuan; Xu, Hanhong; Yao, Guangkai; Li, Zhaodong published an article in Organic Letters. The title of the article was 《Diversity-Oriented Synthesis of Fluoromethylated Arenes via Palladium-Catalyzed C-H Fluoromethylation of Aryl Iodides》.Computed Properties of C7H5IO The author mentioned the following in the article:

Herein the first versatile and expeditious method for the site-selective C-H fluoromethylation of aryl iodides ArI (Ar = 2-methylphenyl, 6-chloro-2-methylpyridin-3-yl, 2H-1,3-benzodioxol-5-yl, etc.) via Pd/NBE cooperative catalysis, which could work as a robust toolbox for the diversity-oriented synthesis (DOS) of fluoromethylated arenes, e.g., tert-Bu (E)-3-(2,4-bis(fluoromethyl)-6-methoxypyridin-3-yl)acrylate has been reported. This methodol. features the use of low-cost industrial raw material CH2IF as fluoromethyl source, excellent functional group tolerance and broad ipso terminations scope, and could be expanded to the late-stage modification of biorelevant mols. In the experiment, the researchers used many compounds, for example, 4-Iodobenzaldehyde(cas: 15164-44-0Computed Properties of C7H5IO)

4-Iodobenzaldehyde(cas: 15164-44-0) is used in synthesis of 4-[2-(trimethylsilyl)ethynyl]benzaldehyde, 5,15-dimesityl-10-(3-[2-(trimethylsilyl)ethynyi]phenyl}-20-(4-iodophenyl)porphyrin, and 5,15-dimesityl-10-[3,5-bis{2-[4-(N,N’-difluoroboryl-1,9-dimethyidipyrrin-5-yl)-phenyl]ethynyl}phenyl]-20-(4-iodophenyl)porphyrin.Computed Properties of C7H5IO

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

HPLC of Formula: 625-99-0In 2019 ,《A palladium-catalyzed three-component cascade S-transfer reaction in ionic liquids》 was published in Green Chemistry. The article was written by Li, Jianxiao; Wu, Yaodan; Hu, Miao; Li, Can; Li, Meng; He, Dandan; Jiang, Huanfeng. The article contains the following contents:

A palladium-catalyzed three component cascade S-transfer reaction of acetylenic oximes RCCC(R1)=NOH (R = Ph, cyclopropyl, cyclohexyl, thiophen-3-yl, etc.; R1 = Me, Ph, cyclohexyl, etc.) with aryl halides ArI (Ar = 4-methylphenyl, 4-methoxyphenyl, naphthalen-2-yl, thiophen-2-yl, etc.) using readily available Na2S2O3 as an odorless sulfenylation reagent under aerobic conditions in ionic liquids was described. The present protocol features environmental friendliness, good functional group compatibility, odorless sulfenylation reagents, without any ligand or additive, and excellent atom and step economy. Remarkably, this cascade procedure will bring further late-stage modification for the construction of structurally complex isoxazole scaffolds I in synthetic and pharmaceutical chem. In the experiment, the researchers used many compounds, for example, 1-Chloro-3-iodobenzene(cas: 625-99-0HPLC of Formula: 625-99-0)

1-Chloro-3-iodobenzene(cas: 625-99-0) belongs to organic iodides. The carbon-iodine bond is weaker than other carbon-halogen bonds due to the poor electronegative nature of the iodine atom. Organic iodides can be alkyl, alkenyl, or alkynyl, and all of them are very reactive toward with many kinds of nucleophiles.HPLC of Formula: 625-99-0

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

Product Details of 697300-79-1On May 6, 2022 ,《Access to Thienopyridine and Thienoquinoline Derivatives via Site-Selective C-H Bond Functionalization and Annulation》 appeared in Organic Letters. The author of the article were He, Runfa; Liu, Yang; Feng, Yingqi; Chen, Lu; Huang, Yubing; Xie, Feng; Li, Yibiao. The article conveys some information:

To develop of an effective synthetic methodol. for biol. relevant thienopyridines, a concise and efficient protocol is described for the synthesis of a series of substituted thienopyridine and thienoquinoline derivatives with high selectivity using EtOCS2K as the sulfur source. The reaction proceeds via metal-free, site-selective C-H bond thiolation and cyclization of the alkynylpyridine and alkynylquinoline substrates. The results came from multiple reactions, including the reaction of 2-Fluoro-5-iodopyrimidine(cas: 697300-79-1Product Details of 697300-79-1)

2-Fluoro-5-iodopyrimidine(cas: 697300-79-1) 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.Product Details of 697300-79-1

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

In 2017,Wang, Chao; Lei, Yingjie; Guo, Mengzhun; Shang, Qinyu; Liu, Hong; Xu, Zhaoqing; Wang, Rui published 《Photoinduced, Copper-Promoted Regio- and Stereoselective Decarboxylative Alkylation of α,β-Unsaturated Acids with Alkyl Iodides》.Organic Letters published the findings.Recommanded Product: tert-Butyl 4-iodopiperidine-1-carboxylate The information in the text is summarized as follows:

The first example of UV light-induced, copper-catalyzed regio- and stereoselective decarboxylative coupling of α,β-unsaturated acids with alkyl iodides was reported. Under standard conditions, the 1°, 2°, and 3° alkyl iodides proceeded smoothly with the E-selective alkenes obtained in uniformly good yields and high stereoselectivities. The results came from multiple reactions, including the reaction 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

In 2019,Organic Letters included an article by Li, Guoqing; Yan, Qiuli; Gan, Ziyu; Li, Qin; Dou, Xiaomeng; DaoshanYang. Application of 15164-44-0. The article was titled 《Photocatalyst-Free Visible-Light-Promoted C(sp2)-S Coupling: A Strategy for the Preparation of S-Aryl Dithiocarbamates》. The information in the text is summarized as follows:

We have successfully developed a green and efficient multicomponent reaction protocol to synthesize S-aryl dithiocarbamates under visible light. Most appealingly, the reaction can proceed smoothly without adding any transition-metal catalysts, ligands, or photocatalysts while minimizing chem. wastes and metal residues in the end products. The advantages of this method meet the requirements of sustainable and green synthetic chem., and it provides a straightforward way to create valuable S-aryl dithiocarbamates. In the experiment, the researchers used many compounds, for example, 4-Iodobenzaldehyde(cas: 15164-44-0Application of 15164-44-0)

4-Iodobenzaldehyde(cas: 15164-44-0) is used in synthesis of 4-[2-(trimethylsilyl)ethynyl]benzaldehyde, 5,15-dimesityl-10-(3-[2-(trimethylsilyl)ethynyi]phenyl}-20-(4-iodophenyl)porphyrin, and 5,15-dimesityl-10-[3,5-bis{2-[4-(N,N’-difluoroboryl-1,9-dimethyidipyrrin-5-yl)-phenyl]ethynyl}phenyl]-20-(4-iodophenyl)porphyrin.Application of 15164-44-0

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

In 2019,Chemical Science included an article by Huy, Peter H.; Mbouhom, Christelle. Computed Properties of C7H5IO2. The article was titled 《Formamide catalyzed activation of carboxylic acids – versatile and cost-efficient amidation and esterification》. The information in the text is summarized as follows:

A novel, broadly applicable method for amide C-N and ester C-O bond formation is presented based on formylpyrrolidine (FPyr) as a Lewis base catalyst. Herein, trichlorotriazine (TCT), which was the most cost-efficient reagent for OH-group activation, was employed in amounts of ≤40 mol% with respect to the starting material (100 mol%). The new approach is distinguished by excellent cost-efficiency, waste-balance (E-factor down to 3) and scalability (up to >80 g). Moreover, high levels of functional group compatibility, which includes acid-labile acetals 3-R(CH2)2OC6H4C(O)R1 (R = 1,3-dioxan-2-yl; R1 = NHCH2CCH, OCH2CCH) and silyl ethers 3-(CH3)3CSi(CH3)2OC6H4C(O)R2 [R2 = OH, (CH3)3CSi(CH3)2O, C6H5CH2N(CH3)], are demonstrated and even peptide C-N bonds can be formed. In comparison to reported amidation procedures using TCT, yields are considerably improved (for instance from 26 to 91%) and esterification is facilitated for the first time in synthetically useful yields. These significant enhancements are rationalized by activation by means of acid chlorides R3C(O)Cl (R3 = Ph, m-tolyl, o-tolyl, benzyl) instead of less electrophilic acid anhydride intermediates. In the experimental materials used by the author, we found 2-Iodobenzoic acid(cas: 88-67-5Computed Properties of C7H5IO2)

2-Iodobenzoic acid(cas: 88-67-5) belongs to organic iodides. 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.Computed Properties of C7H5IO2Halogenation of aromatic hydrocarbons is a very important reaction via an electrophilic aromatic substitution.

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

In 2019,Organic Letters included an article by Jana, Sripati; Koenigs, Rene M.. Reference of 1-Chloro-3-iodobenzene. The article was titled 《Rhodium-Catalyzed Carbene Transfer Reactions for Sigmatropic Rearrangement Reactions of Selenium Ylides》. The information in the text is summarized as follows:

The rearrangement of selenium ylides is even today almost unexplored, although it would provide access to important organoselenium compounds with broad downstream applications. In this report, the first systematic study of sigmatropic rearrangement reactions of selenium ylides using a simple rhodium catalyst with catalyst loadings as low as 0.01 mol % is described. Selenium oxide pyrolysis of the rearrangement products gives access to important 1,1-disubstituted butadienes. In the experiment, the researchers used 1-Chloro-3-iodobenzene(cas: 625-99-0Reference of 1-Chloro-3-iodobenzene)

1-Chloro-3-iodobenzene(cas: 625-99-0) belongs to 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.Reference of 1-Chloro-3-iodobenzene

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