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Acyclo C -Nucleoside Analogs. Regioselective Annellation of a Triazole Ring to 5-Methyl-1,2,4-Triazino[5,6- b ]Indole and Formation of Certain 3-Poly Hydroxyalkyl Derivatives

1998; Taylor & Francis; Volume: 17; Issue: 8 Linguagem: Inglês

10.1080/07328319808003476

2332-3892

Nagwa Rashed, Hamida Abdel Hamid, El Sayed Ramadan, El Sayed H. El Ashry,

Chemical Synthesis and Analysis

ABSTRACT Cyclodehydrogenation of the ethylidene derivative of (5-methyl-1,2,4-triazino[5,6-b]indol-3-yl)hydrazine (1) gave the angular isomer, 1,10-dimethyl-1,2,4-triazolo[3′,4′:3,4][1,2,4]triazino[5,6-b]indole (4). The linear isomer, 3,10-dimethyl-1,2,4-triazolo[4′,3′:2,3][1,2,4]triazino[5,6-b]indole (7) could be prepared regioselectively by the cyclodehydration of the acetyl derivative of 1. The cyclodehydrogenation was extended to the monosaccharide derivatives of 1. The role of the N-methyl group on the site of annellation has been discussed.