A NEW SYNTHETIC ENTRY TO THE INDOLO[2,3-A]QUINOLIZIDINE SYSTEM - ELECTROPHILIC CYCLIZATIONS ON THE INDOLE RING FROM 2-(2-PIPERIDYL)INDOLES

Authors
AMAT M HADIDA S SATHYANARAYANA S BOSCH J
Citation
M. Amat et al., A NEW SYNTHETIC ENTRY TO THE INDOLO[2,3-A]QUINOLIZIDINE SYSTEM - ELECTROPHILIC CYCLIZATIONS ON THE INDOLE RING FROM 2-(2-PIPERIDYL)INDOLES, Tetrahedron letters, 37(17), 1996, pp. 3071-3074
Citations number
21
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
37
Issue
17
Year of publication
1996
Pages
3071 - 3074
Database
ISI
SICI code
0040-4039(1996)37:17<3071:ANSETT>2.0.ZU;2-A
Abstract
A new synthetic route to the indolo[2,3-a]quinolizidine system, involv ing the Pd(0)-catalyzed cross-coupling of a 2-indolylzinc derivative w ith a 2-halopyridine, stereoselective hydrogenation of the pyridine ri ng, and electrophilic cyclization upon the indole 3-position from the resulting 2-(2-piperidyl)indole, is reported. (C) 1996 Elsevier Scienc e Ltd.