Nucleophilic displacement of primary amino groups via 1-substituted 4-tosylimidazoles

EC Taylor, JL LaMattina, CP Tseng

文献索引：Taylor, Edward C.; LaMattina, John L.; Tseng, Chi-Ping Journal of Organic Chemistry, 1982 , vol. 47, # 11 p. 2043 - 2047

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被引用次数: 12

摘要

Two methods are described for the replacement of primary amino groups, situated either a or y to a heterocyclic nitrogen atom, by ethoxy, alkylthio, and arylthio substituents, by Wittig reagents, and by hydrogen. Both methods involve transformation of the primary amino group into a nucleofugic pendant heterocycle. The first converts the primary amino group into a 5- phenyl-1-tetrazolyl substituent by benzoylation, formation of the imidoyl chloride, and ...