Ligand promoted and controlled palladium-catalyzed intramolecular Heck reaction of homoallyl alcohols: a facile synthesis of cyclopentaannulated quinolines
Title | Ligand promoted and controlled palladium-catalyzed intramolecular Heck reaction of homoallyl alcohols: a facile synthesis of cyclopentaannulated quinolines |
Publication Type | Journal Article |
Year of Publication | 2012 |
Authors | Singh, RM, Chandra, A, Sharma, N, Singh, B, Kumar, R |
Journal | Tetrahedron |
Volume | 68 |
Issue | 45 |
Pagination | 9206-9210 |
Date Published | NOV |
ISSN | 0040-4020 |
Keywords | Heck 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. |
DOI | 10.1016/j.tet.2012.08.088 |
Type of Journal (Indian or Foreign) | Foreign |
Impact Factor (IF) | 2.803 |
Divison category:
Organic Chemistry