Chinese Journal of Organic Chemistry ›› 2021, Vol. 41 ›› Issue (12): 4732-4737.DOI: 10.6023/cjoc202111020 Previous Articles     Next Articles

ARTICLES

无过渡金属条件下可见光诱导α-重氮酯的氧化合成α-酮酯

赵保丽a,b, 杨良凤b, 程凯b, 周丽云a,*(), 万结平a,*()   

  1. a 江西师范大学化学化工学院 南昌 330022
    b 绍兴文理学院 浙江省精细化工与传统工艺绿色替代技术重点实验室 浙江绍兴 312000
  • 收稿日期:2021-11-12 修回日期:2021-12-01 发布日期:2021-12-08
  • 通讯作者: 周丽云, 万结平
  • 基金资助:
    江西省自然科学基金(20202ACBL203006); 浙江省教育厅科研计划(Y202147050)

Visible Light Induced Oxidation of α-Diazo Esters for the Transition Metal-Free Synthesis of α-Keto Esters

Baoli Zhaoa,b, Liangfeng Yangb, Kai Chengb, Liyun Zhoua(), Jie-Ping Wana()   

  1. a College of Chemistry and Chemical Engineering, Jiangxi Normal University, Nanchang 330022
    b Zhejiang Key Laboratory of Alternative Technologies for Fine Chemicals Process, Shaoxing University, Shaoxing, Zhejiang 312000
  • Received:2021-11-12 Revised:2021-12-01 Published:2021-12-08
  • Contact: Liyun Zhou, Jie-Ping Wan
  • Supported by:
    Natural Science Foundation of Jiangxi Province(20202ACBL203006); Foundation of Zhejiang Educational Committee(Y202147050)

Herein, an aerobic oxidation approach for the synthesis of α-keto esters using oxygen as a cheap and pollution-free oxidant has been developed. By using readily available α-diazo esters as starting materials, the transformation was achieved by the inducement of visible light with eosin Y as the light sensitizer. The reactions proceed at room temperature under air atmosphere, tolerating substrates with broad scope, thus providing a green and facile synthetic approach to structurally diverse α-keto esters.

Key words: photocatalysis, transition metal-free, aerobic oxidation, α-diazo esters, α-keto esters