Chlorination of substituted alkenes using trichloroisocyanuric a

Details Chlorination of substituted alkenes using trichloroisocyanuric a Chlorination of substituted alkenes using trichloroisocyanuric a

1998-04-13

1999-07-27

Kumar, Shailendra

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

Organic compounds

Oxygen containing

568403, 570189, 546190, 548579, 556466, 585 23, C07C 4500

Patent

active

059292873

ABSTRACT:
This invention relates to a process for the selective monochlorination or dichlorination of certain substituted alkenes using trichloroisocyanuric acid. The chlorinated alkenes can be easily hydrolyzed to provide .alpha.-monochloroketones or .alpha.,.alpha.-dichloroketones with a high degree of selectivity. The resulting .alpha.-monochloroketones or .alpha.,.alpha.-dichloroketones have utility as fungicides or function as useful intermediates for fungicides.

REFERENCES:
Mura et al, Tetrahedron Letters, 50, 4433-4436, 1975.
March et al, Advanced Organic Chemistry, third edition, pp. 66-68 and 527-529, 1985.
Chlorination of Ketones With Trichloroisocyanuric Acid, Gene A. Hiegel, et al., Synthetic Communications, 15(3), 385-392 (1985).
Hambly, G.F. et al., "Reactions of Enol Silyl Ethers with N-Halosuccinimide--A Stepwise Process," Tetrahedron Lett., 1986, vol. 27, pp. 2563-2566, XP-002071278.
Seufert, W. et al., "Halogenation of Enamines--Synthesis of .beta.-Halo Immonium Halides," Chem. Ber., 1979, vol. 112, pp. 1670-1676, XP 000602265.
Motohashi, S et al., "Lead(IV) Acetate/Metal Halide Reagents; I. Synthesis of .alpha.-Haloketones," Synthesis, 1982, pp. 1021-1023, XP002071279.

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