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1. Synthesis of a 1,3,4,5-tetrahydrobenz[cd]indole via the Vicarious Nucleophilic substitution of hydrogen

Author

Krzysztof Wojciechowski, Jacek Stalewski, Danikiewicz Witold, and Mieczysa̵w Ma̧jkosza

Subjects
Indole test, chemistry.chemical_classification, Hydrogen, Vicarious nucleophilic substitution, Stereochemistry, Organic Chemistry, chemistry.chemical_element, Ring (chemistry), Biochemistry, chemistry.chemical_compound, chemistry, Drug Discovery, Pyrrole, Tricyclic
Abstract

Two approaches to synthesis of 6-methoxy-1,3,4,5-tetrahydrobenz[cd]indol-4-amine 1 were developed Indolic precursor 21 of the tricyclic system was prepared via the VNS reaction, but attempts to execute the C ring closure failed. The other strategy, based on eleboration of the VNS product 30 to a tetrahydronaphtalene system followed with formation of the fused pyrrole ring, proved successful

Published
1997

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