146793-08-0Relevant academic research and scientific papers
THE REACTION OF DIALKYLTRICHLOROMETHYLPHOSPHINES WITH METHYL ISOCYANATE AND WITH SATURATED AND α,β-UNSATURATED CARBONYL COMPOUNDS
Majewski, Piotr
, p. 59 - 66 (2007/10/02)
Diethyltrichloromethylphosphine (4a) reacts with methyl isocyanate (6e) and with nonenolizable saturated aldehydes, 6b-c, to produce 1,2-λ5-oxaphosphetanes, 7b-e, whereas with enolizable saturated ketones, 6f,g, it gives mixtures of cycloaddition products, 7f,g, and vinyl chlorides, 14f,g.By treatment with 4a, 1,3-diketones 6h-j are exclusively transformed into vinyl chlorides, 14h-j. α,β-Unsaturated aldehydes, 6k,l, react with 4a to afford phosphine oxides 17k,l.The crucial role of the oxaphosphetane type intermediates, 15k,l, in the formation of 17k,l has been demonstrated. Key words: Diethyltrichloromethylphosphine; P-chlorodiethyldichloromethylenephosphorane; 1,2,λ5-oxaphosphetane; saturated and α,β-unsaturated carbonyl compounds; diethyl-(1,1-dichloroalkyl)phosphine oxides.
