Further Reactions in the Tetrahydroazocin-2(1h)-one Series

Abstract

5,6,7,8-Tetrahydroazocin-2(1H)-one and the 3-phenylthio- and 3- phenylsulfonyl-substituted derivatives have been converted into the corresponding 2-ethoxy-5,6,7,8-tetrahydroazocines with Meerwein's reagent. Upon irradiation under mercury lamp at longer wavelengths (Pyrex vessels) these compounds are inert, but at shorter wavelengths (quartz vessels) polymeric materials form with no evidence of intramolecular ring cyclization.

Reaction of the lactams with bases, and with t-butyl hypochlorite, are reported, and these reactions lead to a variety of azocin-2(1H)-one derivatives.