通过前所未有的硫族元素介导的炔酰胺无金属氧官能化反应，以二甲基亚砜作为氧化剂形成α-硫族丙烯酰胺。

Formation of α-chalcogenyl acrylamides through unprecedented chalcogen-mediated metal-free oxyfunctionalization of ynamides with DMSO as an oxidant.

作者信息

Huang Hai, Tang Luning, Liu Qi, Xi Yang, He Guangke, Zhu Hongjun

机构信息

Department of Applied Chemistry, College of Sciences, Nanjing Tech University, Nanjing 211816, People's Republic of China.

出版信息

Chem Commun (Camb). 2016 Apr 25;52(32):5605-8. doi: 10.1039/c5cc10517j.

DOI:10.1039/c5cc10517j

PMID:27027106

Abstract

A novel chalcogen-mediated oxyfunctionalization mode of ynamides for the synthesis of α-chalcogenyl acrylamides has been developed. Independent of metal catalysts, external oxidants and additives, this mild process afforded a range of structurally diverse α-chalcogenyl acrylamides, including α-selanyl acrylamides and α-tellanyl acrylamides. Interestingly, diverse ynamides tolerated in this approach gave different stereoselectivities.

摘要

已开发出一种用于合成α-硫属元素基丙烯酰胺的新型硫属元素介导的炔酰胺氧官能化模式。该温和过程无需金属催化剂、外部氧化剂和添加剂，即可得到一系列结构多样的α-硫属元素基丙烯酰胺，包括α-硒基丙烯酰胺和α-碲基丙烯酰胺。有趣的是，该方法中耐受的各种炔酰胺具有不同的立体选择性。