Phospholes with functional substituents on the phosphorus and pr

Details Phospholes with functional substituents on the phosphorus and pr Phospholes with functional substituents on the phosphorus and pr

1981-05-20

1985-03-12

Sneed, Helen M. S.

Organic compounds -- part of the class 532-570 series

Organic compounds

Phosphorus containing

C07F 950

Patent

active

045046832

ABSTRACT:
The phospholes and P-functional phospholes correspond to the general formula: ##STR1## in which: R.sub.1 and R.sub.2 are identical or different and represent hydrogen or a lower alkyl group of C.sub.1 to C.sub.4 such as a methyl group, and R.sub.3 represents an aryl group (such as --C.sub.6 H.sub.5) or a substituted aryl group (such as --CH.sub.2 C.sub.6 H.sub.5) or an alkyl group (such as --CH.sub.3, --C.sub.2 H.sub.5, --C.sub.3 H.sub.7 to C.sub.12 H.sub.25) or a --(CH.sub.2).sub.n Z group where Z denotes a function of the --COO-alkyl type (such as --COOC.sub.2 H.sub.5), --CH, --CO-aryl (such as --COC.sub.6 H.sub.5), --CO-alkyl (such as --COCH.sub.3) or --OH and n.gtoreq.1. At least one alkyl- or arylhalogeno phosphine is reacted with a butadiene whose carbons in the 2 and/ or 3 positions carry possibly a lower alkyl substituent, the cyclic adduct resulting from this reaction is then subjected to the action of a tertiary amine selected from among those having a pKa comprised between 5 and 11, then the product obtained is functionalized if the corresponding P-functional product is desired. Some of the phospholes thus produced are novel, particularly those of the above formula wherein R.sub.3 =--(CH.sub.2).sub.n Z such as above defined with n.noteq.2 for Z=CN.

REFERENCES:
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Mathey et al., Canadian J. Chem. pp. 2402-2410 (1976).
Quin et al., Journal of Organic Chemistry vol. 38, No. 10, pp. 1858-1866 (1973).
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Chemical Abstracts, vol. 86, 16742e (1977).

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