Organic Chemistry Portal

Abstracts

Search:

Transition-Metal-Free Cleavage of C-C Triple Bonds in Aromatic Alkynes with S8 and Amides Leading to Aryl Thioamides

Kai Xu*, Ziyi Li, Fangyuan Cheng, Zhenzhen Zuo, Tao Wang, Mincan Wang and Lantao Liu*

*College of Chemistry and Chemical Engineering, Shangqiu Normal University, Shangqiu 476000, P. R. China, Email: xuk1008163.com, liult05iccas.ac.cn

K. Xu, Z. Li, F. Cheng, Z. Zuo, T. Wang, M. Wang, L. Liu, Org. Lett., 2018, 20, 2228-2231.

DOI: 10.1021/acs.orglett.8b00573 (free Supporting Information)


see article for more reactions

Abstract

A transition-metal-free cleavage of C-C triple bonds in aromatic alkynes in the presence of S8 and amides furnishes aryl thioamides in good yields. The method offers mild reaction conditions, as well as wide substrate scope that is particularly compatible with some internal aromatic alkynes and acetamides.

see article for more examples

proposed mechanism



Key Words

multicomponent reactions, thionation, amination


ID: J54-Y2018