Synthesis of phosphindoline oxides, tetrahydrophosphinoline oxides, and related compounds by cyclisation of allyl- and vinyl-phosphine oxides
- 1 January 1976
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 23,p. 2556-2562
- https://doi.org/10.1039/p19760002556
Abstract
The acid-catalysed dehydration of β-hydroxyalkylphosphine oxides gives initially allyl- or vinyl-phosphine oxides, which cyclise to give five- or six-membered rings in which the alkyl chain forms a new carbon–carbon bond to either an aryl or another unsaturated alkyl chain. These reactions offer a general synthesis of the title compounds. A series of these compounds is described, including 4,5-dihydro-1,1,5,5-tetramethyl-3H-2a-phospha-acenaphthene 2a-oxide(18). Attempted 1,3-anionic cycloadditions of vinylphosphine oxide anions were not successful.Keywords
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