Synthesis of 6H-pyrrolo [1, 2-c][1, 2, 3] triazoles and 5H-pyrrolo [1, 2-d] tetrazoles: alkylation and acylation of the monoanions

JP Dulcere, M Tawil, M Santelli

Index: Dulcere, Jean-Pierre; Tawil, Mohamed; Santelli, Maurice Journal of Organic Chemistry, 1990 , vol. 55, # 2 p. 571 - 575

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Citation Number: 25

Abstract

Thermal cyclization of l-azido-2-penten-4-ynes and 4-azido-2-butenenitriles led to 6H- pyrrolo [1, 2-c][1, 2, 3] triazoles and 5H-pyrrolo [1, 2-d] tetrazoles, respectively, in good yields. Upon treatment with methyllithium these heterocyclic compounds gave the corresponding aromatic anions which can be alkylated with methyl iodide or acylated with ethyl chloroformate.