Chinese Journal of Organic Chemistry >
Palladium-Catalyzed Direct Acyloxylation of C (sp2)—H and C (sp3)—H Bonds under the Assistance of Oxalyl Amide
Received date: 2017-01-16
Revised date: 2017-03-22
Online published: 2017-04-13
Supported by
Project supported by the National Natural Science Foundation of China (Nos. 21403148, 21572149) and the Major Basic Research Project of the Natural Science Foundation of the Jiangsu Higher Education Institutions (No. 15KJA150006).
A practical palladium-catalyzed direct acyloxylation of C(sp2)—H and C(sp3)—H bonds under the assistance of oxalyl amide with TBPB as oxidant was developed. Selective acyloxylation of C(sp2)—H bond for oxalyl amide protected benzyl amine using TBPB or carboxylic acids as acyloxylating reagent was achieved. For oxalyl amide protected 2-alkylanilines, the selective acyloxylation of benzylic C(sp3)—H bond was also achieved. This protocol provided an efficient and practical method for the synthesis of aryl esters.
Key words： acyloxylation; C(sp2)—H bond; C(sp3)—H bond
Zheng Yongxiang , Han Jian , Huang Zhibin , Shi Daqing , Zhao Yingsheng . Palladium-Catalyzed Direct Acyloxylation of C (sp2)—H and C (sp3)—H Bonds under the Assistance of Oxalyl Amide[J]. Chinese Journal of Organic Chemistry, 2017 , 37(8) : 2066 -2072 . DOI: 10.6023/cjoc201701032
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