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Synthesis of 3,4‐Fused 2‐Quinolones from an ( ortho ‐Aminophenyl)propiolate via Sequential Cycloaddition/Lactam Formation
Author(s) -
Murayama Tsukasa,
Shibuya Masatoshi,
Yamamoto Yoshihiko
Publication year - 2015
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.201401069
Subject(s) - chemistry , phthalimide , lactam , cycloaddition , carboxylation , medicinal chemistry , stereochemistry , combinatorial chemistry , organic chemistry , catalysis
An N ‐phthalimide‐protected ( ortho ‐aminophenyl)propiolate was prepared by the carboxylation of the corresponding silylalkyne precursor with carbon dioxide. The obtained propiolate was further transformed to various 3,4‐fused 2‐quinolones via cycloadditions and subsequent deprotection/lactam formation.
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