Catalytic synthesis of 1,4-dicarbonyl compounds by benzothiazolium salts

Abstract

1,4-Dicarbonyl compounds RCOCH2CH2COMe (R = Ph, Et, Bu, hexyl) were prepared by the Michael addition of RCHO, which act as the synthetic equivalent of carbonyl anion, to H2C:CHCOMe in the presence of benzothiazolium salts I (R = PhCH2, Me, Bu, X = Br, Cl, iodo) and Et3N. The reaction mechanism and an improved method for the preparation of benzothiazolium salts under ultrasonic irradiation were also discussed.

Key words: RADIATION, REACTION MECHANISM, CATALYST, CARBONYL COMPOUNDS, ALDEHYDES, ADDITION REACTION, ULTRASONIC, BENZOTHIAZOLE P, TRIETHYL AMINE, BUTENONE

CLC Number:

O621

Cite this article

XU LINXIAO;TAO FENGGANG;SHEN XIAOHANG;YU TONGYIN. Catalytic synthesis of 1,4-dicarbonyl compounds by benzothiazolium salts[J]. Acta Chimica Sinica, 1988, 46(7): 663-668.

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苯并噻唑盐催化合成1,4-二羰基化合物