Rapid and Convenient Thermal or Microwave-Assisted Synthesis of Substituted 2-Phenylbenzothiazoles

Abstract

A simple one-step method for the synthesis of biologically relevant 2-phenylbenzothiazoles has been developed, using sodium metabisulfite as an oxidant following condensation between 2-aminothiophenol and substituted benzaldehydes. Attractive features of this new method include excellent yields under both microwave-assisted or thermal conditions (it is tolerant of a variety of substituents on the phenyl ring) and simple product isolation without the need for chromatographic purification.

Keywords:

• Antitumor agents
• bicyclic compounds
• heterocycles
• microwave synthesis
• 2-phenylbenzothiazoles

ACKNOWLEDGMENTS

We thank the Welsh School of Pharmacy, Cardiff University, for PhD studentship funding (ADW/AAW), and the BBSRC (BB/D524140) for research grant funding (MCB/MCD).

Notes

^a All yields refer to isolated products that were characterized by mp, ¹H NMR, ¹³C NMR, mass spectrometry, and microanalysis (% C, H, N).

^b Compound identity established by comparison of ¹H NMR data.