Organic letters

Anionic N-fries rearrangement of N-carbamoyl diarylamines to anthranilamides. Methodology and application to acridone and pyranoacridone alkaloids

SL MacNeil, BJ Wilson, V Snieckus

文献索引：MacNeil, Stephen L.; Wilson, Brian J.; Snieckus, Victor Organic Letters, 2006 , vol. 8, # 6 p. 1133 - 1136

全文：HTML全文

被引用次数: 45

摘要

A general alkyllithium/LDA-mediated rearrangement of N-carbamoyl diarylamines 7a−g into the anthranilamides 8a−g and 9a−g (Table 1) is presented and applied to a regioselective efficient construction of acridone (17) and pyranoacridone (18) alkaloids (Scheme 4). ... Recent efforts in our laboratories aim to develop new carbanionic aromatic chemistry which, by moderating the harsh conditions and circumventing rules of classical electrophilic substitution, offer ...