Nucleophilic (phenylsulfinyl)difluoromethylation of carbonyl compounds with difluoromethyl phenyl sulfoxide
Nucleophilic (phenylsulfinyl)difluoromethylation of carbonyl compounds with difluoromethyl phenyl sulfoxide
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DOI:
10.1016/j.jfluchem.2007.05.003
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发表时间:
2007-10
影响因子:
1.9
通讯作者:
Lingui Zhu;Ya Li;C. Ni;Jinbo Hu;P. Beier;Ying Wang;G. Prakash;G. Olah
中科院分区:
文献类型:
--
作者:
Lingui Zhu;Ya Li;C. Ni;Jinbo Hu;P. Beier;Ying Wang;G. Prakash;G. Olah
We have successfully achieved nucleophilic (phenylsulfinyl)difluoromethylation of both enolizable and non-enolizable aldehydes and ketones by using difluoromethyl phenyl sulfone (1) as the fluoroalkylating agent. Although the chemical yields of the reactions are good to excellent, the observed diastereoselectivity is poor (dr=1:1.04–2.03). The present synthetic methodology provides a convenient alternative for the preparation of α-(phenylsulfinyl)difluoromethylated carbinols that were previously synthesized via a two-step procedure.