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Synthesis of 1,2,3‐Trisubstituted Indolizines, Pyrrolo[1,2‐ a ]quinolines, and Pyrrolo[2,1‐ a ]isoquinolines from 1,2‐Allenyl Ketones
Author(s) -
Fan Xuesen,
Wang Yuanyuan,
He Yan,
Guo Shenghai,
Zhang Xinying
Publication year - 2014
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201301719
Subject(s) - chemistry , indolizine , combinatorial chemistry , organic chemistry , stereochemistry , medicinal chemistry
An efficient synthesis of substituted indolizine and its benzo derivatives, pyrrolo[1,2‐ a ]quinolines and pyrrolo[2,1‐ a ]isoquinolines, by the reaction of allenyl ketones with α‐bromo carbonyl compounds and pyridines (quinoline or isoquinoline) under mild conditions without an added oxidant other than molecular oxygen from air was developed. Notably, allenyl ketones with or without a substituent attached to the internal position of the allene moiety afforded indolizine derivatives with different substitution patterns.