Journal
TETRAHEDRON LETTERS
Volume 41, Issue 3, Pages 425-428Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/S0040-4039(99)02076-6
Keywords
benzothiazoles; regiospecificity; antitumour compounds; cyclisation
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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 anilide 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-donating (-NH2) substituents on the aryl ring. (C) 2000 Elsevier Science Ltd. All rights reserved.
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