Light-promoted metal-free cross dehydrogenative couplings on ethers mediated by NFSI: reactivity and mechanistic studies,Chemical Communications

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Light-promoted metal-free cross dehydrogenative couplings on ethers mediated by NFSI: reactivity and mechanistic studies
Chemical Communications ( IF 4.3 ) Pub Date : 2017-11-10 00:00:00 , DOI: 10.1039/c7cc05854c
Redouane Beniazza _{1,

2,

3,

4,

5} , Baptiste Abadie _{1,

2,

3,

4,

5} , Lionel Remisse _{1,

2,

3,

4,

5} , Damien Jardel _{1,

2,

3,

4,

5} , Dominique Lastécouères _{1,

2,

3,

4,

5} , Jean-Marc Vincent _{1,

2,

3,

4,

5}

Affiliation

Cross dehydrogenative couplings on ethers occur very effectively using N-fluorobis(phenyl)sulfonimide (NFSI) as oxidizing agent under UVA irradiation in the presence of 2 mol% benzophenone. The reaction was shown to proceed first by fast radical fluorination of the α-C–H bond of ethers, followed by HF elimination to yield the highly electrophilic oxocarbenium ion as a key intermediate.

中文翻译：

NFSI介导的醚上光促进的无金属交叉脱氢偶联反应性和机理研究

在2摩尔％二苯甲酮的存在下，使用N-氟双（苯基）磺酰亚胺（NFSI）作为氧化剂，在UVA照射下，醚上的交叉脱氢偶联反应非常有效。该反应首先通过醚的α-C–H键的快速自由基氟化反应进行，然后通过HF消除反应生成高度亲电的氧碳鎓离子作为关键中间体。

更新日期：2017-11-15

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