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Studies on intramolecular 1,3‐dipolar cycloaddition reactions: III. The synthesis of a novel heterocyclic ring system by regiospecific cycloaddition
Author(s) -
Chen QingHua,
Yu XiuZhi,
Zhang TieYuan,
Jia XiBei
Publication year - 1989
Publication title -
acta chimica sinica english edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 0256-7660
DOI - 10.1002/cjoc.19890070212
Subject(s) - chemistry , cycloaddition , ring (chemistry) , intramolecular force , aryl , heptane , 1,3 dipolar cycloaddition , medicinal chemistry , stereochemistry , organic chemistry , catalysis , alkyl
The syntheses of a number of C ‐aryl‐ N ‐3‐butenyl nitrones [aryl ring=4‐CH 3 O‐phenyl ( 1a ), phenyl ( 1b ), 4‐Cl‐phenyl ( 1c ), 4‐Br‐phenyl ( 1d ), 4‐NO 2 ‐phenyl ( 1e ), 2‐furyl (1f), 2‐thienyl ( 1g ), 2‐pyrryl ( 1h )] and their thermochemical reactions have been investigated. The thermocycloadditions of 1a–1h are regiospecific in forming a novel heterobicyclic ring system, exo ‐aryl‐1‐aza‐7‐oxabicyclo‐[2.2.1]heptane.