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Hypervalent iodine in synthesis 93. A facile synthesis of 2-substituted imidazo[1,2-a]pyrimidines by cyclocondensation of alkynyl(phenyl)iodonium salts and 2-aminopyrimidine

✍ Scribed by Zhi Liu; Zhen-Chu Chen; Qin-Guo Zheng

Book ID: 102340993
Publisher: Journal of Heterocyclic Chemistry
Year: 2003
Tongue: English
Weight: 32 KB
Volume: 40
Category: Article
ISSN: 0022-152X
DOI: 10.1002/jhet.5570400526

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✦ Synopsis

Abstract

Simple stirring of a mixture of the alkynyl(phenyl)iodonium salts 1 with 2‐aminopyrimidine 2 in chloroform under reflux for two hours in the presence of K~2~CO~3~ gave, after workup, the 2‐substituted imidazo[1,2‐α]pyrimidines 3 in moderate to good yields. A possible mechanism for the formation of 3 involves the intramolecular cyclization of the intermediate alkylidenecarbene 6.

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