Catalytic Nucleophilic Fluorination of Secondary and Tertiary Propargylic Electrophiles with a Copper-N-Heterocyclic Carbene Complex.

Catalytic Nucleophilic Fluorination of Secondary and Tertiary Propargylic Electrophiles with a Copper-N-Heterocyclic Carbene Complex.
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DOI:
10.1002/anie.201506882
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发表时间:
2015-11-09
期刊:
Angewandte Chemie (International ed. in English)
影响因子:
--
通讯作者:
Cordier CJ
Cordier CJ
中科院分区:
其他
文献类型:
--
作者:
Cheng LJ;Cordier CJ

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本文介绍了一种催化丙烯酸类亲电体亲核氟化反应的方法。我们的方案使用铜(NHC)络合物作为催化剂,适用于制备仲丙基氟化物和叔丙基氟化物,而不会生成异构型氟烯。初步的机理研究表明,氟化是通过乙酰铜和阳离子物种进行的。
A catalytic method for the nucleophilic fluorination of propargylic electrophiles is described. Our protocol involves the use of a Cu(NHC) complex as the catalyst and is suitable for the preparation of secondary and tertiary propargylic fluorides without the formation of isomeric fluoroallenes. Preliminary mechanistic investigations suggest that fluorination proceeds via copper acetylides and that cationic species are involved.