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Difluoromethylation of Alkyl Bromides and Iodides with TMSCF2H
The Journal of Organic Chemistry ( IF 3.6 ) Pub Date : 2021-01-19 , DOI: 10.1021/acs.joc.0c02783
Haiwei Zhao 1 , Changhui Lu 1 , Simon Herbert 2 , Wei Zhang 3 , Qilong Shen 1
Affiliation  

We describe, for the first time, two protocols for direct difluoromethylation of unactivated alkyl bromides and iodides. Reactions of alkyl iodides with TMSCF2H were mediated by a copper catalyst using CsF as the activator, while reactions of less reactive alkyl bromides required a combination of palladium and a stoichiometric amount of CuI as the catalysts. Preliminary mechanistic studies of the synergistic Pd/Cu-catalyzed difluoromethylation of alkyl bromides suggest that it proceeds likely via a Pd(I)/Pd(III) catalytic cycle.

中文翻译:

用TMSCF 2 H对烷基溴和碘进行二氟甲基化

我们首次描述了两种用于未活化的烷基溴和碘的直接二氟甲基化的方案。烷基碘与TMSCF 2 H的反应由使用CsF作为活化剂的铜催化剂介导,而反应性较低的烷基溴的反应需要钯和化学计量的CuI的组合。对Pd / Cu催化的烷基溴的二氟甲基化协同作用的初步机理研究表明,它可能通过Pd(I)/ Pd(III)催化循环进行。
更新日期:2021-02-05
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