Tetrahedron

The synthesis of dihydroindenoindoles

J Graham, A Ninan, K Reza, M Sainsbury, HG Shertzer

Index: Graham, Jeremy; Ninan, Aleyamma; Reza, Khalid; Sainsbury, Malcolm; Shertzer, Howard G. Tetrahedron, 1992 , vol. 48, # 1 p. 167 - 176

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Citation Number: 19

Abstract

The Wender and Bischler indole syntheses have been investigated as potential routes to dihydroindenoindoles. Thus a Wender reaction between N, 2-dilithio-N-trifluoroacetylaniline and 2-bromo-5-methoxy-4, 6-dimethylindanone affords the corresponding dihydroindeno [1, 2-b]. In general, however, indolisations of this type are limited to 2-halogenoindanones bearing electron donating groups conjugated with the carbonyl function since these ...

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