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A new P-heterocyclic family: A variety of six-membered and bridged P-heterocycles with 1-benzyl substituent

✍ Scribed by Tibor Novák; János Deme; Krisztina Ludányi; György Keglevich

Publisher: John Wiley and Sons
Year: 2008
Tongue: English
Weight: 227 KB
Volume: 19
Category: Article
ISSN: 1042-7163
DOI: 10.1002/hc.20363

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✦ Synopsis

Abstract

The ring enlargement of 1‐benzyl‐2,5‐dihydro‐1H‐phosphole oxide (1) via the corresponding 2‐phosphabicyclo[3.1.0]hexane 2‐oxide (2) afforded, depending on the conditions, the double bond isomers (A and B) of 1,2‐dihydrophosphinine oxide 4 or that of 3‐substituted 1,2,3,6‐tetrahydrophosphinine oxides 5 and 6. Dihydrophosphinine oxides (4) were suitable starting materials for 1,2,3,4,5,6‐hexahydrophosphinine oxide 7 and 1,2,3,6‐tetrahydrophosphinine oxide 8 obtained by reductive approaches and for the double bond isomers (A and B) of 2‐phosphabicyclo[2.2.2]octadiene 2‐oxide 9 and phosphabicyclooctene oxide 10 prepared in Diels–Alder cycloaddition. Precursor 9 was utilized in the fragmentation‐related phosphorylation of alcohols. © 2008 Wiley Periodicals, Inc. Heteroatom Chem 19:28–34, 2008; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.20363

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