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The elemental sulfur and isothiocyanate (S8/RNCS) couple was found to undergo redox condensation with o-halonitrobenzenes in the presence of N-methylpiperidine as a base in N-methylpyrrolidin-2-one to provide step- and redox-economical access to 2-aminobenzothiazoles. Alternatively, dithiocarbamate salts generated in situ from addition of amines and CS2 could be used in place of the S8/RNCS couple.

Graphical abstract: Redox condensation of o-halonitrobenzenes, sulfur and isothiocyanates: access to 2-aminobenzothiazoles

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