镍催化的α-酰化氮杂芳烃的脱羰反应

Morioka Toshifumi, Nakatani Syun, Sakamoto Yuki, Kodama Takuya, Ogoshi Sensuke, Chatani Naoto, Tobisu Mamoru

Department of Applied Chemistry , Faculty of Engineering , Osaka University , Suita , Osaka 565-0871 , Japan . Email:

Chem Sci. 2019 May 29;10(27):6666-6671. doi: 10.1039/c9sc02035g. eCollection 2019 Jul 21.

Nickel-catalyzed decarbonylation of -acylated N-heteroarenes is developed. This method can be used to produce a variety of -aryl heteroarenes, including pyrroles, indoles, carbazoles and phenoxazines, using benzoic acid derivatives as arylating reagents. Arylnickelamide intermediates that are relevant to the catalytic reaction were characterized by X-ray crystallography. When -acylated benzimidazoles are used as substrates, decarbonylation accompanied 1,2-migration to form 2-arylated benzimidazoles.

开发了镍催化的α-酰化氮杂芳烃的脱羰反应。该方法可用于以苯甲酸衍生物作为芳基化试剂来制备多种α-芳基杂芳烃，包括吡咯、吲哚、咔唑和吩恶嗪。通过X射线晶体学对与催化反应相关的芳基镍酰胺中间体进行了表征。当使用α-酰化苯并咪唑作为底物时，脱羰反应伴随着1,2-迁移，形成2-芳基化苯并咪唑。