Reaction of furans with trithiazyl trichloride: a new synthesis of isothiazoles

CW Rees

Index: Duan, Xiao-Lan; Perrins, Ross; Rees, Charles W. Journal of the Chemical Society - Perkin Transactions 1, 1997 , # 11 p. 1617 - 1622

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Abstract

Trithiazyl trichloride 1 converts 2, 5-diphenylfuran into 5-benzoyl-3-phenylisothiazole 2 regiospecifically and in high yield. This is a new ring opening of furans and a new synthesis of isothiazoles. 2, 5-Bis (4-methylphenyl) furan, 3-bromo-2, 5-diphenylfuran, 2, 3, 5- triphenylfuran, 2, 5-di-tert-butylfuran and its 3-chloro and 3-bromo derivatives react in an entirely analogous manner to give the corresponding isothiazoles (55–85%) in ...