Organic compounds -- part of the class 532-570 series – Organic compounds – Phosphorus containing
Patent
1997-03-26
1999-02-23
Geist, Gary
Organic compounds -- part of the class 532-570 series
Organic compounds
Phosphorus containing
568 13, 568 16, C07F 950
Patent
active
058746285
ABSTRACT:
The invention is an improved method for the preparation of tertiary phosphines by way of cross-coupling of aryl, alkenyl, cycloalkenyl or aralkyl halides or aryl, alkenyl, cycloalkenyl or aralkyl sulfonate esters with chlorophosphines in the presence of a catalyst and a reductant. The general reaction scheme is shown below: ##STR1## wherein R.sup.1 is aryl, alkenyl, cycloalkenyl or aralkyl, any of which may be substituted by one or more of the following: alkyl, aryl, aralkyl, alkoxy, alkanoyl, chloro, fluoro, alkoxycarbonyl, cyano, trifluoromethyl, cycloalkyl, or CONR.sup.4 R.sup.5 wherein R.sup.4 and R.sup.5 are independently hydrogen, alkyl, aryl or aralkyl; R.sup.2 and R.sup.3 are independently aryl, alkyl, aralkyl, any of which may be substituted by one or more of the following: alkyl, aryl, aralkyl, alkoxy, alkanoyl, chloro, fluoro, alkoxycarbonyl, cyano, trifluoromethyl, cycloalkyl or CoNR.sup.4 R.sup.5 wherein R.sup.4 and R.sup.5 are independently hydrogen, alkyl, aryl or aralkyl; and n is 2 where R.sup.1 is a difunctional moiety and 1 for any other R.sup.1 ; and X is Cl, Br, I, or OSO.sub.2 Y; wherein Y is alkyl, trihalomethyl, phenyl, halophenyl, or alkylphenyl.
REFERENCES:
patent: 4758315 (1988-07-01), Folest et al.
patent: 4956055 (1990-09-01), Puckette
patent: 5268492 (1993-12-01), Yamamoto
patent: 5284977 (1994-02-01), Imori
patent: 5399771 (1995-03-01), Cai et al.
D. Ager, et al., "Convenient and Direct Preparation of Teritary Phosphines vie Nickel-catalysed Cross-coupling", Chem. Commun., 1997, pp. 2359-2360.
S. E. Tunney and J. K. Stille, Journal of Organic Chemistry, 52, 748-53 (1987), "Palladium-Catalyzed Coupling of Aryl Halides with (Trimethylstannyl)diphenylphosphine and (Trimethylsilyl)diphenylphosphine".
CA:108:167657, abstract of "Enatioselective Catalysis.", Brunner, Bull Soc Chim Belg, 96(5) pp. 353-359.
Ager David J.
Eisenstadt Amihia
Laneman Scott A.
Geist Gary
Monsanto Company
Vollano Jean F.
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