Evaluation of Electrophilic Heteroaromatic Substitution: Synthesis of Heteroaromatic-Fused Pyrimidine Derivatives via Sequential Three-Component Heterocyclization

FF Wong, YY Huang, CH Chang

Index: Wong, Fung Fuh; Huang, Yu-Ying; Chang, Chun-Hsi Journal of Organic Chemistry, 2012 , vol. 77, # 19 p. 8492 - 8500

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Citation Number: 5

Abstract

A new sequential three-component heterocyclization was developed by reacting aromatic and heterocyclic substrates, including aminobenzenes, 1-aminonaphthalene, 2- aminopyrazines, 5-aminopyrazoles, 3-aminopyridine, 5-aminopyrimidine, 5-aminoquinoline, and 8-aminoquinoline, with formamide in the presence of PBr3. The reaction gave the corresponding pyrazolo [3, 4-d] pyrimidines in good yields (59–96%), except for ...