Synthesis

Synthesis of 2-arylbenzothiazoles by DDQ-promoted cyclization of thioformanilides; a solution-phase strategy for library synthesis

DS Bose, M Idrees, B Srikanth

Index: Bose, D. Subhas; Idrees; Srikanth, Bingi Synthesis, 2007 , # 6 p. 819 - 823

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Citation Number: 40

Abstract

Abstract Several substituted benzothiazoles were synthesized by the intramolecular cyclization of thioformanilides using 2, 6-dichloro-3, 5-dicyano-1, 4-benzoquinone (DDQ) in dichloromethane at ambient temperature in high yields. The resulting 2-arylbenzothiazoles were separated from the reduced DDQ byproduct 4, 5-dichloro-3, 6-dihydroxyphthalonitrile by treatment of the reaction mixture with a strongly basic ion-exchange resin. This protocol ...