Syntheses for 2??hydroxy??2H??1, 4??benzothiazin??3 (4H)??one derivatives as thio analogues of natural hemiacetals

D Sicker, H Hartenstein, R Hazard…

Index: Sicker, Dieter; Hartenstein, Holger; Hazard, Roland; Tallec, Andre Journal of Heterocyclic Chemistry, 1994 , vol. 31, # 4 p. 809 - 812

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Citation Number: 15

Abstract

Abstract Reductive cyclizations of methyl 2-(2-nitrophenylthio) acetate 2 by means of electrochemistry or by catalytic hydrogenation have been used as key steps in the syntheses of the hemiacetals 2-hydroxy-2H-1, 4-benzothiazin-3 (4H)-one 10 and its 4-hydroxy derivative 9 representing thio analogues of allelo chemicals found in Gramineae and Acanthaceae. In contrast to its natural counterpart 2, 4-dihydroxy-2H-1, 4-benzoxa-zin-3 ( ...