Chin. J. Org. Chem. ›› 1993, Vol. 13 ›› Issue (3): 253-255. Previous Articles     Next Articles

Original Articles

二(芳砜基)甲烷作极性逆转试剂:醛的一个简便合成法

王亚频;黄宪   

  1. 杭州大学化学系
  • 发布日期:1993-06-25

Disulfonyl methane as an umplung reagent: a convenient synthesis of aldehydes

WANG YAPIN;HUANG XIAN   

  • Published:1993-06-25

Alkylation of disulfonylmethane affords a-alkyl disulfonylmethanes, which are reduced, followed by hydrolysis to provide a new convenient synthetic method of aldehydes. The anion of disulfonyl methane is used as a masked "acyl anion" in this method. E.g., allylation of (PhSO2)2CH2 with PhCH2Br gave 79% (PhSO2)2CHCH2Ph, reduction of which with CiAlHy followed by hydrolysis gave 79% PhCH2CHO.

Key words: HYDROLYSIS, ALDEHYDES, BUTYRIC ALDEHYDE, BROMOHYDROCARBON, REDUCTION, SULFONE, BUTENAL, POTASSIUM CARBONATE, PHASE TRANSFER CATALYST, ALKYLATION

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