Eliminative ring fission of 4-acyl-2, 3-dihydro-4H-1, 4-benzothiazines

F Babudri, S Florio, G Indelicati…

Index: Babudri, F.; Florio, S.; Indelicati, G.; Trapani, G. Journal of Organic Chemistry, 1983 , vol. 48, # 22 p. 4082 - 4087

Full Text: HTML

Citation Number: 16

Abstract

The behavior of 4-acyl-2, 3-dihydro-l, 4-benzothiazines 1-1 1 upon treatment with lithium diisopropylamide (LDA) in THF at-78" C has been examined. Very marked differences have been observed. Whereas unsubstituted and monosubstituted derivatives (1-4) readily undergo" eliminative ring fission", providing 2-(alky1thio) phenyl enamides 12, 2- aminophenyl vinyl sulfides 16, and 3-acylbenzothiazolines 13, 2, 3-disubstituted ...