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Bio‐Inspired Fragmentations: Rapid Assembly of Indolones, 2‐Quinolinones, and (−)‐Goniomitine
Author(s) -
Li Haokun,
Cheng Peng,
Jiang Long,
Yang JinLiang,
Zu Liansuo
Publication year - 2017
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201611830
Subject(s) - chemistry , diazo , combinatorial chemistry , cyclopentanone , fragmentation (computing) , organic chemistry , computer science , catalysis , operating system
Inspired by the biogenetic origin of goniomitine, new synthetic bio‐inspired fragmentation strategies for the synthesis of functionalized 2‐quinolinones and indolones have been developed. Remarkable synthetic efficiency was achieved by telescoping several transformations into one‐pot reactions, allowing for the direct coupling of 2‐alkynyl‐anilines and diazo ketones. The synthetic utility was demonstrated by the 5‐step asymmetric total synthesis of (−)‐goniomitine from 2‐ethyl‐cyclopentanone.