Tetrahedron

The fischer indolisation reaction and the synthesis of dihydroindenoindoles

…, MF Mahon, A Ninan, M Sainsbury, HG Shertzer

Index: Brown, David W.; Mahon, Mary F.; Ninan, Aleyamma; Sainsbury, Malcolm; Shertzer, Howard G. Tetrahedron, 1993 , vol. 49, # 39 p. 8919 - 8932

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Citation Number: 16

Abstract

The Fischer reaction between indanones and certain alkoxyarylhydrazines fails; the indanones are returned unreacted and the arylhydrazines are converted into the corresponding alkoxy-2-chloroarylamines and other products. A new N-amination route to arylhydrazines from the arylamines has been developed and it has been demonstrated that problems with the indolisation of alkoxyarylhydrazones can be circumvented by ring ...