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Synthesis of quinazoline derivatives through anionic cycloaddition reactions of methyl 2,4‐dimethoxy‐6‐methyl‐5‐pyrimidinecarboxylate with acetylenes and olefins
Author(s) -
Wada Akimori,
Yamamoto Hiromi,
Ohki Kazuhiro,
Nagai Sotoo,
Kanatomo Shoichi
Publication year - 1992
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.5570290439
Subject(s) - chemistry , cycloaddition , quinazoline , organic chemistry , medicinal chemistry , catalysis
Abstract The anionic cycloaddition of methyl 2,4‐dimethoxy‐6‐methyl‐5‐pyrimidinecarboxylate has been investigated. The lithium salt of methyl 2,4‐dimethoxy‐6‐methyl‐5‐pyrimidinecarboxylate, generated by deprotonation with lithium diisopropylamide in ether at – 70°, reacted smoothly with electron deficient acetylenes and olefins to give quinazoline derivatives in a single step.