SYNTHESIS OF 6H-PYRROLO[1,2-C][1,2,3]TRIAZOLES AND 5H-PYRROLO[1,2-D]TETRAZOLES - ALKYLATION AND ACYLATION OF THE MONOANIONS

Thermal cyclization of 1-azido-2-penten-4-ynes and 4-azido-2-butenenitriles led to 6iH-pyrrolo[l,2-c] [1,2,3]triazoles and 5H-pyrrolo[l,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. © 1990, American Chemical Society. All rights reserved.