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tert-Butyl nitrite (TBN) as the N atom source for the synthesis of substituted cinnolines with 2-vinylanilines and a relevant mechanism was studied†
XiaoBo Pang,LianBiao Zhao,DaGang Zhou,Ping Yong He,ZhenYu An,Ji Xiang Ni,RuLong Yan
Organic & Biomolecular Chemistry Pub Date : 07/13/2017 00:00:00 , DOI:10.1039/C7OB01553D
Abstract

A green method to synthesize cinnolines by 6π electrocyclic reaction with alkenyl amines and TBN has been developed. TBN plays a dual role both as a nitrogen atom source and an oxidant in this procedure. Relevant mechanism experiments reveal that the reaction proceeds through electrocyclic reaction and with diazo hydroxide as a key intermediate.

Graphical abstract: tert-Butyl nitrite (TBN) as the N atom source for the synthesis of substituted cinnolines with 2-vinylanilines and a relevant mechanism was studied
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