Seven-membered heterocycles. VI. 4-Alkylidene-1-benzothiepin-5 (2H)-ones and the reaction of halogenated 3, 4-dihydro-1-benzothiepin-5 (2H)-ones with base

VJ Traynelis, JC Sih, DM Borgnaes

Index: Traynelis,V.J. et al. Journal of Organic Chemistry, 1973 , vol. 38, p. 2629 - 2637

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Citation Number: 16

Abstract

Condensation of 15 and ethyl formate produced the hydroxymethylene derivative 21 which formed an enamine 22 with morpholine. Reaction of the enamine 22 with phenylmagnesium bromide and methylmagnesium iodide formed 20 and Pethylidene-1-benzothiepin-5 (2HJ3H)-one (23), respectively. Attempts to isomerize the exocyclic double bond in 20 and 23 using Pd/C were unsuccessful. Reaction of &bromo-(12, X= Br) or 4-iOdO-3, 4dihydro-l ...