Organic compounds -- part of the class 532-570 series – Organic compounds – Carboxylic acid esters
Patent
1989-04-26
1991-03-12
Shippen, Michael L.
Organic compounds -- part of the class 532-570 series
Organic compounds
Carboxylic acid esters
C07C 6974
Patent
active
049994514
ABSTRACT:
Novel synthesis of dihalovinylcyclopropanecarboxylates, including potent insecticides, are described. The processes begin with the reaction between an alkenol and an orthoester to produce a .gamma.-unsaturated carboxylate, followed by the catalyzed addition of a carbon tetrahalide to the double bond and dehydrohalogenation to produce a cyclopropane derivative.
REFERENCES:
patent: 2554533 (1951-05-01), Ladd
patent: 2561516 (1951-07-01), Ladd
patent: 3354196 (1967-11-01), Julia
patent: 3471579 (1969-10-01), Kubicek
patent: 3652652 (1972-03-01), Julia
patent: 3666789 (1972-05-01), Itaya
patent: 3862978 (1975-01-01), Decker
patent: 3907718 (1975-09-01), Hall
patent: 4214097 (1980-07-01), Kondo
Bolton, J. Chem. Soc., 6, p. 2950 (1971).
Dolezal, Collect. Czech. Chem. Commun., 31, p. 3765 (1966).
Durand-Dran, Ann. Chim., 13, p. 43 (1959).
Hill, J. Org. Chem., 37, p. 3737 (1972).
Faulker, "Synthesis; Interat'l Journal of Methods in Synthetic Organic Chemistry", p. 175 (1971).
House, "Modern Synthetic Reactions," 2nd Ed. pp. 582-586 (1965).
House, J. Org. Chem., 40, p. 86 (1975).
Johnson, J. Am. Chem. Soc., 92, p. 741 (1970).
Julia, Bull. Soc. Chim., Fr., p. 2243 (1962).
Julia, Compt. Rend., 256, p. 436 (1963).
Julia, Bull. Soc. Chim., Fr., p. 1487 (1964).
Julia, Bull. Soc. Chim., Fr., p. 1014 (1965).
Matsui, Agr. Biol. Chem., 26, p. 532 (1962).
Matsui, "Naturally Occuring Insecticides", pp. 28-29, (1971), edit by Jacobson.
Morrison, "Organic Chemistry," 3rd Ed., pp. 177, 178, 179, 254, 255, 589, 590, 591, 672, 673, 682 & 683 (1973).
Allinger, "Organic Chemistry", pp. 647-648 (1971).
Nakada, Bull. Chem. Soc. Jap., 52, pp. 1511-1514 (1979).
Casida, "Pyrethrum the Natural Insecticide," pp. 64-77 & 91-100 (1973).
Burt, Pest. Sci., 5, pp. 791-799 (1974).
Elliott, Nature, 244, p. 457 (1973).
Elliot, Chem. Ind., p. 978 (1974).
Elliott, Bull. Wld. Hlth.Org., pp. 315-324 (1970).
Julia, Bull. Soc. Chim., Fr., pp. 1007-1014 (1965).
Kondo Kiyoshi
Matsui Kiyohide
Negishi Akira
Takahatakae Yuriko
Andersen Robert L.
Ertelt H. Robinson
Sagami Chemical Research Center
Shippen Michael L.
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