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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
Author(s) -
Liu Zhi,
Chen ZhenChu,
Zheng QinGuo
Publication year - 2003
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570400526
Subject(s) - hypervalent molecule , chemistry , iodine , organic chemistry , combinatorial chemistry , medicinal chemistry
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.