Application of Primary Allylamines from Morita–Baylis–Hillman Adducts: Cyanogen Azide Mediated Synthesis of Substituted 5??Aminotetrazoles and Their Attempted …

…, S Bhowmik, HM Gauniyal, S Batra

Index: Nag, Somnath; Bhowmik, Subhendu; Gauniyal, Harsh M.; Batra, Sanjay European Journal of Organic Chemistry, 2010 , # 24 p. 4705 - 4712

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Citation Number: 5

Abstract

Abstract A general protocol for the synthesis of substituted 5-aminotetrazoles by treating cyanogen azide with primary allylamines afforded either by SN 2 or SN 2′ reactions of Morita–Baylis–Hillman acetates of acrylate has been developed. The base-promoted intramolecular cyclizations of these tetrazoles afford highly substituted 2-azidopyrimidin-4 (3H)-ones instead of the expected tetrazolopyrimidinone due to azide–tetrazole ...