Continuous-Flow Synthesis of 1-Substituted Benzotriazoles from Chloronitrobenzenes and Amines in a C—N Bond Formation/ Hydrogenation/Diazotization/Cyclization Sequence

摘要

Substituted benzotriazoles represent key structural motifs in compounds that possess antibacterial, antimalarial, and antifungal activities. They are also found in potassium channel activators, inhibitors of various kinases, and in selective agonists of human orphan G-protein-coupled receptor GPR109b. In addition, benzotriazoles are versatile intermediates in the synthesis of important heterocycles, such as carbazoles, pyridoacridines, carbolines, and tetraazapenta-lenes. They have also been extensively utilized as synthetic auxiliaries in benzannulation and alkylation reactions.