N-Tosyl-S-difluoromethyl-S-phenylsulfoximine: a new difluoromethylation reagent for S-, N-, and C-nucleophiles.

N-Tosyl-S-difluoromethyl-S-phenylsulfoximine: a new difluoromethylation reagent for S-, N-, and C-nucleophiles.
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DOI:
10.1021/ol900567c
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发表时间:
2009-04
期刊:
影响因子:
5.2
通讯作者:
Wei Zhang;Fei Wang;Jinbo Hu
Wei Zhang;Fei Wang;Jinbo Hu
中科院分区:
化学1区
文献类型:
--
作者:
Wei Zhang;Fei Wang;Jinbo Hu

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利用铜(II)催化的亚硝基转移反应,成功制备了首个α -二氟甲基亚砜化合物2。化合物2是一种新型高效的二氟甲基化试剂,可将CF(2)H基团转移到S-、N-和c -亲核试剂上。氘标记实验表明,目前的二氟甲基化反应涉及一种二氟化苯机制。
The first alpha-difluoromethyl sulfoximine compound, 2, was successfully prepared by using the copper(II)-catalyzed nitrene transfer reaction. Compound 2 was found to be a novel and efficient difluoromethylation reagent for transferring the CF(2)H group to S-, N-, and C-nucleophiles. Deuterium-labeling experiments suggest that a difluorocarbene mechanism is involved in the current difluoromethylation reactions.