C-3 Functionalization of Indole Derivatives with Isoquinolines

Author(s): István Szatmári, Judit Sas, Ferenc Fülöp.

Journal Name: Current Organic Chemistry

Volume 20 , Issue 20 , 2016

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Abstract:

The literature on the syntheses of substituted 1-(indol-3-yl)-1,2,3,4-tetrahydroisoquinoline derivatives is reviewed. Two main synthetic procedures have been applied for these syntheses. One is cross-dehydrogenative coupling, which can furnish various C-3 functionalized indoles; oxidants and/or catalysts are usually needed. Another convenient synthetic method is the aza-Friedel–Crafts alkylation of indole derivatives with dihydroisoquinoline, the main advantage of this being the direct catalyst-free coupling under mild experimental conditions. The review also considers miscellaneous reactions, where the isoquinoline skeleton is achieved in one of the final steps of the synthesis.

Keywords: Isoquinoline, indole, β-carboline, cross-dehydrogenative coupling, aza-Friedel–Crafts alkylation.

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Article Details

VOLUME: 20
ISSUE: 20
Year: 2016
Page: [2038 - 2054]
Pages: 17
DOI: 10.2174/1385272820666160325202857
Price: $58

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