35228-40-1Relevant academic research and scientific papers
Lewis Base-Boryl Radicals Enabled the Desulfurizative Reduction and Annulation of Thioamides
Yu, You-Jie,Zhang, Feng-Lian,Cheng, Jie,Hei, Jing-Hao,Deng, Wei-Ting,Wang, Yi-Feng
supporting information, p. 24 - 27 (2018/01/17)
A new protocol for radical transformations of thioamides promoted by Lewis base-boryl radicals is reported. The desulfurizative reduction to access organic amines was enabled utilizing 4-dimethylaminopyridine-BH3 as the boryl radical precursor and PhSH as the polarity reversal catalyst. Alternatively, the chain process for unsaturated thioamides was switched to an annulation reaction using N-heterocyclic carbene-BH3 as the boryl radical precursor and sterically bulky Ph3CSH as the catalyst, allowing for the construction of N-heterocyclic and carbocyclic skeletons.
A new versatile one-pot synthesis of functionalized thioamides from Grignards, carbon disulfide and amines
Katritzky,Moutou,Yang
, p. 1497 - 1505 (2007/10/02)
The one-pot successive reactions of Grignard reagents with carbon disulfide and amines mediated by 1-trifluoromethylsulfonylbenzotriazole or triflic anhydride, provide an attractive and general route to thioamides. A wide variety of amines (primary alkyl, arylalkyl, secondary alkyl, cyclic amines, aniline, N-substituted anilines, heterocyclic amidines, amino alcohols, amino ethers, amino acetals, amino ketones, amino esters, amino amides (peptides), aminoalkenes, and diamines) and Grignards (primary alkyl, arylalkyl, aryl, secondary alkyl and tertiary alkyl) can be used, and thioamides are generally formed in good to moderate yields.
