Ligand promoted and controlled palladium-catalyzed intramolecular Heck reaction of homoallyl alcohols: a facile synthesis of cyclopentaannulated quinolines

TitleLigand promoted and controlled palladium-catalyzed intramolecular Heck reaction of homoallyl alcohols: a facile synthesis of cyclopentaannulated quinolines
Publication TypeJournal Article
Year of Publication2012
AuthorsSingh, RM, Chandra, A, Sharma, N, Singh, B, Kumar, R
JournalTetrahedron
Volume68
Issue45
Pagination9206-9210
Date PublishedNOV
ISSN0040-4020
KeywordsHeck cyclization, Homoallyl alcohol, Ligand promoted, Palladium-catalyzed, Quinoline
Abstract

Bidentate phosphine ligands in palladium-catalyzed intramolecular Heck reactions of 2-chloroquinolin-3-yl-(1-homoallyl)alcohols are described to afford facile synthesis of 3-methylene-2,3-dihydro-1H-cy-clopenta[b]quinolines in improved yields. We further observed using bulky aromatic phosphine ligand in Pd-catalyzed intermolecular Heck coupling reaction at olefinic centers with iodobenzene also favored exclusively Heck products in excellent yield. (C) 2012 Elsevier Ltd. All rights reserved.

DOI10.1016/j.tet.2012.08.088
Type of Journal (Indian or Foreign)Foreign
Impact Factor (IF)2.803
Divison category: 
Organic Chemistry