SYNTHESIS OF A 1,3,4,5-TETRAHYDROBENZ[CD]INDOLE VIA THE VICARIOUS NUCLEOPHILIC-SUBSTITUTION OF HYDROGEN

Authors
MAKOSZA M STALEWSKI J WOJCIECHOWSKI K DANIKIEWICZ W
Citation
M. Makosza et al., SYNTHESIS OF A 1,3,4,5-TETRAHYDROBENZ[CD]INDOLE VIA THE VICARIOUS NUCLEOPHILIC-SUBSTITUTION OF HYDROGEN, Tetrahedron, 53(1), 1997, pp. 193-214
Citations number
38
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
53
Issue
1
Year of publication
1997
Pages
193 - 214
Database
ISI
SICI code
0040-4020(1997)53:1<193:SOA1VT>2.0.ZU;2-0
Abstract
Two approaches to synthesis of 6-methoxy-1,3,4,5-tetrahydrobenz[cd]ind ol-4-amine 1 were developed. Indolic precursor 21 of the tricyclic sys tem was prepared via the VNS reaction, but attempts to execute the C r ing closure failed. The other strategy, based on elaboration of the VN S product 30 to a tetrahydronaphtalene system followed with formation of the fused pyrrole ring, proved successful. Copyright (C) 1996 Elsev ier Science Ltd