A novel, tandem construction of C–N and C–C bonds: facile and one-pot transformation of the Baylis–Hillman adducts into 2-benzazepines†,10.1039/B310550D

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A novel, tandem construction of C–N and C–C bonds: facile and one-pot transformation of the Baylis–Hillman adducts into 2-benzazepines†

Deevi Basavaiah,Tummanapalli Satyanarayana

Chemical Communications Pub Date : 11/28/2003 00:00:00 , DOI:10.1039/B310550D

Abstract

A novel reaction involving tandem construction of C–N and C–C bonds via the simultaneous Ritter and Houben–Hoesch reactions on Baylis–Hillman adducts leading to a convenient, one-pot synthesis of 2-benzazepine derivatives is described. A facile stereoselective transformation of the Baylis–Hillman adducts into (E)- and (Z)-allyl amides is also presented.