Visible-Light-Induced Deaminative Thioesterification of Amino Acid Derived Katritzky Salts via Electron Donor-Acceptor Complex Formation

被引：91
|
作者：
Yang, Mingcheng [1 ]
Cao, Tianpeng [1 ]
Xu, Tianxiao [1 ]
Liao, Saihu [1 ,2 ]
机构：
[1] Fuzhou Univ, Coll Chem, Key Lab Mol Synth & Funct Discovery, 2 Xueyuan Rd, Fuzhou 350116, Fujian, Peoples R China
[2] Fuzhou Univ, BNLMS, Fuzhou 350116, Fujian, Peoples R China
来源：
ORGANIC LETTERS | 2019年 / 21卷 / 21期
关键词：
BOND FORMATION; DECARBOXYLATIVE FUNCTIONALIZATION; PHOTOCHEMICAL ACTIVITY; PYRIDINIUM SALTS; BENZYLIC AMINES; CROSS-COUPLINGS; METAL-FREE; PEPTIDE; SULFUR; TRANSFORMATIONS;
D O I：
10.1021/acs.orglett.9b03284
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A visible-light-mediated deaminative thioesterification of amino acid derived Katritzky salts with thiobenzoic acid has been developed, which provides a novel synthetic method for the synthesis of alpha-mercapto acid derivatives under mild conditions. This photoredox catalyst-free generation of alkyl radicals via C-N bond cleavage is enabled by the formation of an electron-donor-acceptor (EDA) complex between the Katritzky salt and thiobenzoic acid anion, which represents a new entry for EDA complex chemistry.
引用
收藏
页码：8673 / 8678
页数：6
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