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Lewis Acid‐Catalyzed Intramolecular [3+2] Cycloaddition of Cyclopropane 1,1‐Diesters with Alkynes for the Synthesis of Cyclopenta[ c ]chromene Skeletons
Author(s) -
Xia XiaoFeng,
Song XianRong,
Liu XueYuan,
Liang YongMin
Publication year - 2012
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201200104
Subject(s) - cyclopropane , intramolecular force , cycloaddition , lewis acids and bases , barbituric acid , catalysis , chemistry , combinatorial chemistry , organic chemistry , stereochemistry , ring (chemistry)
An efficient method to construct cyclopenta[ c ]chromene skeletons by Lewis acid‐catalyzed intramolecular [3+2] cycloaddition of cyclopropane 1,1‐diesters with alkynes is presented. Two new fused cycles can be formed in one step in moderate to excellent yields (up to 94 %), and the products can be converted into bioactive barbituric acid derivatives ( 1 ) under simple reaction conditions.