The Journal of Organic Chemistry

Heteropentalenes. The thermal addition of pyrazolo-and triazolobenzotriazoles to dimethyl acetylenedicarboxylate

A Albini, G Bettinetti, G Minoli

Index: Albini, Angelo; Bettinetti, Gianfranco; Minoli, Giovanna Journal of Organic Chemistry, 1984 , vol. 49, # 15 p. 2670 - 2676

Full Text: HTML

Citation Number: 4

Abstract

(IC) undergo electrophilic attack by dimethyl acetylenedicartmxylate to reversibly form diradical or zwitterionic intermediates, which then evolve along different pathways. Thus initial attack at position 5 of the heteropentalene (path A, Scheme V) ends up in formal cycloaddition yielding the pyrazolo [1, 2-a] pyrazolo [l, 2-b] benzotriazole 2 from la and the triazolo [2, la] pyrazolo [l, 2-b] benzotriazole 10 from lb. The latter decomposes to dimethyl ...