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Tetrahedron

Base-catalyzed synthesis of bicyclic 4-aminopyrimidines from the reaction of dinitriles with mononitriles

S Chercheja, JK Simpson, HW Lam

文献索引:Chercheja, Serghei; Simpson, Juliet K.; Lam, Hon Wai Tetrahedron, 2011 , vol. 67, # 21 p. 3839 - 3845

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被引用次数: 2

摘要

Abstract A convenient method for the synthesis of bicyclic 4-aminopyrimidines is described, involving the reaction of dinitriles with mononitriles in the presence of catalytic potassium tert- butoxide. These reactions proceed via the Thorpe–Ziegler cyclization of the dinitrile to form an intermediate β-cyanoenamine, which then undergoes annulation with the mononitrile in situ.