Eco-Friendly Microwave-Assisted Scaleable Synthesis of 2-Cyanobenzothiazoles via N-Arylimino-1,2,3-dithiazoles

Abstract

The cyclization procedure of N-aryl iminodithiazoles into 2-cyanobenzothiazoles was re-investigated with the aim to develop original and environmentally friendly procedures. In this article, the benefits associated with the microwave methodology are reported and the opportunity to use solvent-free procedures in order to scale up organic synthesis is studied. The result obtained show that the strong thermal effects due to graphite/microwaves interaction can be efficiently used for the synthesis of heterocyclic molecules for which traditional methods failed or are less attractive.

^†Dedicated to Professor Charles W. Rees on the occasion of his 75th birthday

Keywords:

• Microwave assisted organic chemistry
• Benzothiazoles
• Imino-1,2,3-dithiazoles

Acknowledgments

We thank CEM Corp. (USA) for financial and technical support. We also thank the Comité de Charente-Maritime de la Ligue Nationale contre le Cancer for financial support. S. F. is thankful to the Communauté d’Agglomération de la Ville de La Rochelle for a research fellowship.

Notes

^†Dedicated to Professor Charles W. Rees on the occasion of his 75th birthday