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

✍ Scribed by György Keglevich; Henrietta Forintos; Melinda Sipos; András Dobó; Krisztina Ludányi; Károly Vékey; Antal Tungler; László Tőke

Publisher: John Wiley and Sons
Year: 2001
Tongue: English
Weight: 160 KB
Volume: 12
Category: Article
ISSN: 1042-7163
DOI: 10.1002/hc.1080

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✦ Synopsis

Abstract

The ring enlargement of 1‐(2,4,6‐trialkylphenyl)2,5‐dihydro‐1H‐phosphole oxides (1) via 6,6‐dichloro‐3‐Phosphabicyclo[3.1.0]hexanes (2) afforded the double‐bond isomers of 1,2‐dihydrophosphinine oxides (3). Catalytic hydrogenation 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. © 2001 John Wiley & Sons, Inc. Heteroatom Chem 12:528–533, 2001

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