L-cysteine as sustainable and effective sulfur source in the synthesis of diaryl sulfides and heteroarenethiols

Arabian Journal of Chemistry

Yajun Liu¹  Hui Zhang²  Fuqing Lu²  Yongnan Xu²  Xiangling Pu²  Yanmin Wang²  Yan Xiao² 

[1] Corresponding authors.;School of Pharmaceutical Engineering, Shenyang Pharmaceutical University, Wenhua Road 103, Shenyang 110016, China;

关键词: L-cysteine;    Sulfur source;    C-S coupling;    Diaryl sulfide;    Heteroarenethiol;   

DOI  :  

来源: DOAJ

【 摘 要 】

L-cysteine, a natural and essential amino acid, was employed as novel sulfur source in the synthesis of symmetrical diaryl sulfides from a variety of aryl iodides in moderate to excellent yields. A tandem three steps’ reactions including C(sp2)-S bond formation, C(sp3)-S bond cleavage and another C(sp2)-S bond formation were proposed to be involved in this conversion. This protocol was featured by broad substrate scope and good functional group tolerance. In addition, heteroarenes including benzothiazoles and benzoxazoles were successfully converted into the corresponding heteroarenethiols using L-cysteine as C-H mercaptalization reagent.

【 授权许可】

Unknown