Synlett 2017; 28(08): 994-998
DOI: 10.1055/s-0036-1588928
letter
© Georg Thieme Verlag Stuttgart · New York

t-BuONa-Mediated Transition-Metal-Free Autoxidation of Diarylmethanes to Ketones

Jiang-Sheng Li*
Hunan Provincial Key Laboratory of Materials Protection for Electric Power and Transportation, School of Chemistry and Biological Engineering, Changsha University of Science & Technology, Changsha 410114, P. R. of China   Email: jslichem@gmail.com   Email: jsli@csust.edu.cn
,
Fan Yang
Hunan Provincial Key Laboratory of Materials Protection for Electric Power and Transportation, School of Chemistry and Biological Engineering, Changsha University of Science & Technology, Changsha 410114, P. R. of China   Email: jslichem@gmail.com   Email: jsli@csust.edu.cn
,
Qian Yang
Hunan Provincial Key Laboratory of Materials Protection for Electric Power and Transportation, School of Chemistry and Biological Engineering, Changsha University of Science & Technology, Changsha 410114, P. R. of China   Email: jslichem@gmail.com   Email: jsli@csust.edu.cn
,
Zhi-Wei Li
Hunan Provincial Key Laboratory of Materials Protection for Electric Power and Transportation, School of Chemistry and Biological Engineering, Changsha University of Science & Technology, Changsha 410114, P. R. of China   Email: jslichem@gmail.com   Email: jsli@csust.edu.cn
,
Guo-Qin Chen
Hunan Provincial Key Laboratory of Materials Protection for Electric Power and Transportation, School of Chemistry and Biological Engineering, Changsha University of Science & Technology, Changsha 410114, P. R. of China   Email: jslichem@gmail.com   Email: jsli@csust.edu.cn
,
Yu-Dong Da
Hunan Provincial Key Laboratory of Materials Protection for Electric Power and Transportation, School of Chemistry and Biological Engineering, Changsha University of Science & Technology, Changsha 410114, P. R. of China   Email: jslichem@gmail.com   Email: jsli@csust.edu.cn
,
Peng-Mian Huang
Hunan Provincial Key Laboratory of Materials Protection for Electric Power and Transportation, School of Chemistry and Biological Engineering, Changsha University of Science & Technology, Changsha 410114, P. R. of China   Email: jslichem@gmail.com   Email: jsli@csust.edu.cn
,
Chao Chen
Hunan Provincial Key Laboratory of Materials Protection for Electric Power and Transportation, School of Chemistry and Biological Engineering, Changsha University of Science & Technology, Changsha 410114, P. R. of China   Email: jslichem@gmail.com   Email: jsli@csust.edu.cn
,
Yuefei Zhang
Hunan Provincial Key Laboratory of Materials Protection for Electric Power and Transportation, School of Chemistry and Biological Engineering, Changsha University of Science & Technology, Changsha 410114, P. R. of China   Email: jslichem@gmail.com   Email: jsli@csust.edu.cn
,
Ling-Zhi Huang
Hunan Provincial Key Laboratory of Materials Protection for Electric Power and Transportation, School of Chemistry and Biological Engineering, Changsha University of Science & Technology, Changsha 410114, P. R. of China   Email: jslichem@gmail.com   Email: jsli@csust.edu.cn
› Author Affiliations
Further Information

Publication History

Received: 29 October 2016

Accepted after revision: 04 December 2016

Publication Date:
30 January 2017 (online)


Abstract

Autoxidative sp3 C–H transformation of diarylmethanes has been demonstrated using O2-mediation by t-BuONa. This protocol enables an alternative route for the access to diaryl ketones from benzyl derivatives in good to excellent yields under mild reaction conditions, without transition metal catalysts or additional chemical oxidants.

Supporting Information

 
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