Process for the preparation of compounds halogenated .alpha. to

Chemistry of carbon compounds – Miscellaneous organic carbon compounds – C-metal

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260408, 558388, 558438, 558440, 558441, 558442, 558443, 558445, 558454, 558457, 558460, 560 51, 560 81, 560111, 560150, 560156, 560172, 560174, 560177, 560192, 560205, 560219, 560226, 564172, 564182, 564199, 564209, 568 28, 564204, 568306, 568307, 568316, 568393, 568433, 568459, 568466, 568928, 568936, 568946, C07C14706

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047056509

ABSTRACT:
Compounds halogenated in the .alpha.-position to an electron-attracting group of formula ##STR1## in which X denotes a halogen atom, R denotes a hydrogen atom or a hydrocarbon radical or a radical --(CH.sub.2).sub.3 --COOR.sub.1 and Z denotes a radical --CHO, --COR.sub.2, --COOR.sub.3, --CONR.sub.4 R.sub.5, --CN, --SO.sub.2 R.sub.6, --NO.sub.2, --CO--(CH.sub.2)p--COO.sub.1 or --COO(CH.sub.2)p--COOR.sub.1 are made by a halogenating deacylation of a compound of formula ##STR2## in which R' denotes a hydrogen atom or a hydrocarbon radical, R" denotes a methyl radical and Z' denotes a radical --CHO, --COR.sub.2, --COOR.sub.3, --CONR.sub.4 R.sub.5, --CN, --SO.sub.2 R.sub.6 or --NO.sub.2 or R' and R" may form a radical --(CH.sub.2)-- or R' and R" may form a radical --CO--(CH.sub.2)p-- or --COO(CH.sub.2)p--, using an alkali metal alcoholate or an alkali or alkaline-earth metal carbonate and a halogenating agent.

REFERENCES:
Boatman et al., J. Org. Chem., vol. 30, pp. 3321-3324, (1965).
Stotter et al., Tetrahedron Letters, 1972, No. 40, pp. 4067-4070.
Organic Syntheses, pp. 766-771.
Otto Isler, "Bitamina A e carotenoidi(*)" vol. 49, No. 12--Dec. 1967, pp. 1317-1332.

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