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JOURNAL OF ORGANIC CHEMISTRY · 2022 · IF 4.198

Nickel-Catalyzed Decarbonylative Thioetherification of Carboxylic Acids with Thiols

Tianhao Xu,Xingyu Zhou,Xiong Xiao,Yan Yuan,Long Liu,Tianzeng Huang,Chunya Li,Zhi Tang,Tieqiao Chen

A nickel-catalyzed decarbonylative thioetherification of carboxylic acids with thiols was developed. Under the reaction conditions, benzoic acids, cinnamic acids, and benzyl carboxylic acids coupled with various thiols including both aromatic and aliphatic ones produce the corresponding thioethers in up to 99% yields. Moreover, this reaction was applicable to the modification of bioactive molecules such as 3-methylflavone-8-carboxylic acid, probenecid, and flufenamic acid, and the synthesis of acaricide chlorbenside. These results well demonstrated the potential synthetic value of this new reaction in organic synthesis.

研究领域: 有机化学 · 合成化学
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Vietnam Journal of Chemistry · 2023 ·Vol. 61 ·期 2 ·204-209 · IF 0.9

Copper promoted, directed sulfenylation and phenoxylation of benzamide C−H bonds

Nguyen Van Vinh Ha,Nguyen Thi Thu Ha,Ong Ngoc Khanh,Dinh Truc Phuong,Ho Thanh Nhat,Nguyen Thanh Tung

Herein we reported a method for copper pivalate mediated, directed functionalization of ortho C−H bonds in (2-methylthio)aniline benzamides. Diaryl disulfides were used for thiolation, while successful phenoxylation was obtained with phenol as the coupling agent. Our report marks a rare example for flexible transformation of benzamide C(sp 2 )−H bonds into the corresponding unsymmetrical diaryl ethers and thioethers.

研究领域: 有机化学 · 合成化学
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RSC Advances · 2016 ·Vol. 6 ·期 59 ·54377-54381 · IF 3.289

TBAI–HBr system mediated generation of various thioethers with benzenesulfonyl chlorides in PEG400

Dingyi Wang,Shengmei Guo,Rongxing Zhang,Sen Lin,Zhaohua Yan

An efficient procedure for the formation of C–S bonds via C–H functionalization was developed for the synthesis of aryl sulfides in good to excellent yields using TBAI–HBr system promoted direct sulfenylation of various compounds, such as phenols, pyrazolones, indoles and related heteroarenes. Low cost and widely available arylsulfonyl chlorides were used as the sulfur source to provide various sulfur-containing compounds. The characteristic of the present protocol is convenient, green, highly efficient with a wide-application and short reaction time.

研究领域: 有机化学 · 合成化学
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