Tetrahedron Letters

The regiospecific synthesis of 5-and 7-monosubstituted and 5, 6-disubstituted 2-arylbenzothiazoles

I Hutchinson, MFG Stevens, AD Westwell

Index: Hutchinson, Ian; Stevens, Malcolm F. G.; Westwell, Andrew D. Tetrahedron Letters, 2000 , vol. 41, # 3 p. 425 - 428

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Citation Number: 87

Abstract

The regiospecific synthesis of a range of antitumour 2-arylbenzothiazoles substituted in the benzothiazole ring is described. In this procedure a bromine atom situated ortho to the anilido nitrogen is used to direct a regiospecific cyclisation where, in the absence of bromine, a mixture of regioisomers is produced. The chemistry described is applicable to the synthesis of 2-arylbenzothiazoles bearing both electron-withdrawing (-NO2) and electron- ...