Two approaches have been developed for the regiospecific continuous-flow synthesis of 1-substituted benzotriazoles. They begin with either an SNAr reaction at high temperature or Pd catalysis and involve consecutive multiphase processes, allowing the multistep synthesis of benzotriazoles to take place in an efficient manner.
“Continuous-Flow Synthesis of 1-Substituted Benzotriazoles from Chloronitrobenzenes and Amines in a C—N Bond Formation/Hydrogenation/Diazotization/Cyclization Sequence”, Angew. Chem. Int. Ed., 2013, 52(15), 4247 - 4250.