银催化的脂肪族羧酸脱羧溴化反应。
Silver-Catalyzed Decarboxylative Bromination of Aliphatic Carboxylic Acids.
机构信息
Key Laboratory of Organofluorine Chemistry and Collaborative Innovation Center of Chemistry for Life Sciences, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences , 345 Lingling Road, Shanghai 200032, China.
School of Chemical Engineering, Ningbo University of Technology , No. 89 Cuibai Road, Ningbo 315016, China.
出版信息
Org Lett. 2017 Apr 7;19(7):1634-1637. doi: 10.1021/acs.orglett.7b00439. Epub 2017 Mar 13.
The silver-catalyzed Hunsdiecker bromination of aliphatic carboxylic acids is described. With Ag(Phen)OTf as the catalyst and dibromoisocyanuric acid as the brominating agent, various aliphatic carboxylic acids underwent decarboxylative bromination to provide the corresponding alkyl bromides under mild conditions. This method not only is efficient and general but also enjoys wide functional group compatibility. An oxidative radical mechanism involving Ag(II) intermediates is proposed.
本文描述了银催化的脂肪族羧酸的 Hunsdiecker 溴化反应。以 Ag(Phen)OTf 为催化剂，二溴异氰尿酸为溴化试剂，各种脂肪族羧酸在温和条件下发生脱羧溴化反应，得到相应的烷基溴化物。该方法不仅高效、通用，而且具有广泛的官能团兼容性。提出了一种涉及 Ag(II)中间体的氧化自由基机理。
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