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Synthesis of 1,2‐Dihydrocyclobuta[b]quinoline Derivatives from Isocyanophenyl‐Substituted Methylenecyclopropanes
Author(s) -
Liu HouLu,
Yuan YuChao,
Wei Yin,
Shi Min
Publication year - 2017
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201700509
Subject(s) - chemistry , quinoline , isocyanide , substrate (aquarium) , combinatorial chemistry , carbon atom , scope (computer science) , insertion reaction , benzazepines , catalysis , stereochemistry , organic chemistry , ring (chemistry) , oceanography , computer science , programming language , geology
A new protocol to synthesize 1,2‐dihydrocyclobuta[b]quinoline derivatives from isocyanophenyl‐substituted methylenecyclopropanes via a formal insertion of isocyanide carbon into a C−C bond has been developed. The reaction proceeds smoothly in the presence of silver carbonate (5 mol%) upon heating in a highly atom economic manner and exhibits broad substrate scope, giving the desired products in moderate to excellent yields. Furthermore, several transformations of the obtained products have been also demonstrated.