Thermal Ring Contraction of Dibenz [b, f] azepin-5-yl Radicals: New Routes to Pyrrolo [3, 2, 1-jk] carbazoles

LA Crawford, H McNab, AR Mount…

Index: Cartwright, Dale D.J.; Clark, Bernard A.J.; McNab, Hamish Journal of the Chemical Society. Perkin Transactions 1, 2001 , # 4 p. 424 - 428

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Citation Number: 24

Abstract

Flash vacuum pyrolysis (FVP) of N-allyl-or N-benzyldibenz [b, f] azepine at temperatures from 750 to 950° C gives pyrrolo [3, 2, 1-jk] carbazole as the major product. The mechanism of the ring contraction involves dibenzazepin-1-yl radical formation, followed by transannular