The synthesis of six-membered P-heterocycles with sterically demanding substituent on the phosphorus atom

Authors
Keglevich, G Forintos, H Sipos, M Dobo, A Ludanyi, K Vekey, K Tungler, A Toke, L
Citation
G. Keglevich et al., The synthesis of six-membered P-heterocycles with sterically demanding substituent on the phosphorus atom, HETEROAT CH, 12(6), 2001, pp. 528-533
Citations number
13
Categorie Soggetti
Chemistry
Journal title
HETEROATOM CHEMISTRY
ISSN journal
10427163 → ACNP
Volume
12
Issue
6
Year of publication
2001
Pages
528 - 533
Database
ISI
SICI code
1042-7163(2001)12:6<528:TSOSPW>2.0.ZU;2-4
Abstract
The ring enlargement of 1-(2,4,6-trialkylphenyl)2,5-dihydro-1H-phosphole ox ides (1) via 6,6-dichloro-3-phosphabicyclo[3.1.0]hexanes (2) afforded the d ouble-bond isomers of 1,2-dihydrophosphinine oxides (3). Catalytic hydrogen ation of the isomeric 1-(di-tert-butyltolyl)-1,2-dihydrophosphinine oxides (3a) gave the diastereomers of phosphinane oxide (4), while that of the 1-( tri-isopropylphenyl) isomers (5) led predominantly to phospholane oxides (6 ) formed by ring contraction. (C) 2001 John Wiley & Sons, Inc.