Method of oxidizing compounds having activated methylene radical

Details Method of oxidizing compounds having activated methylene radical Method of oxidizing compounds having activated methylene radical

1980-03-14

1981-10-27

Trousof, Natalie

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

Organic compounds

Oxygen containing

568311, 568309, 546 81, 546 82, 546 83, 546 89, 544344, 2603269, C07C 4536, C07C 4528

Patent

active

042975140

ABSTRACT:
Compounds having activated methylene radicals are oxidized to various oxidation products by an improved process comprising contacting the compound with an oxidizing agent and a base of sufficient strength to deprotonate at least one hydrogen from the activated methylene radical in the presence of a catalytic amount of a synergistic combination of elemental carbon and a phase-transfer catalyst. For example, flourene is oxidized to flourenone by contacting the flourene with elemental oxygen and sodium hydroxide in the presence of a catalytic amount of the synergistic combination of charcoal and benzyltriethyl-ammonium chloride.

REFERENCES:
patent: 3875237 (1975-04-01), Nizik
patent: 4011266 (1977-03-01), Pearson et al.
patent: 4218400 (1980-08-01), Finger
Hawthorne et al., Advances in Chem. Series, 75, pp. 14-20 (1968).
Yang, J. O. C., vol. 42, pp. 3754-3757 (1977).
Alveri et al., Tet. Letters, vol. 24, pp. 2117-2124 (1977).
Starks, J.A.C.S., vol. 93, pp. 195-199 (1971).

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