二氟卡宾
试剂
酒
膦酸盐
化学
有机化学
重氮甲烷
小学(天文学)
组合化学
物理
天体物理学
作者
Qiqiang Xie,Chuanfa Ni,Rongyi Zhang,Lingchun Li,Jian Rong,Jinbo Hu
标识
DOI:10.1002/anie.201611823
摘要
Abstract A general method for the efficient difluoromethylation of alcohols using commercially available TMSCF 2 Br (TMS=trimethylsilyl) as a unique and practical difluorocarbene source is developed. This method allows primary, secondary, and even tertiary alkyl difluoromethyl ethers to be synthesized under weakly basic or acidic conditions. The reaction mainly proceeds through the direct interaction between a neutral alcohol and difluorocarbene, which is different from the difluoromethylation of phenols. Moreover, alcohols containing other moieties that are also reactive toward difluorocarbene can be transformed divergently by using TMSCF 2 Br. This research not only solves the synthetic problem of difluorocarbene‐mediated difluoromethylation of alcohols, it also provides new insights into the different reaction mechanisms of alcohol difluoromethylation and phenol difluoromethylation with difluorocarbene species.
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