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铑催化的-2,6-二氟芳基丙烯酰胺的C-H(杂)芳基化/乙烯基化反应

Rh-Catalyzed C-H (Het)arylation/Vinylation of -2,6-Difluoroaryl Acrylamides.

作者信息

Wang Huai-Wei, Qiao Yu-Han, Wu Jia-Xue, Wang Qiu-Ping, Tian Meng-Xin, Li Yong-Fei, Yao Qing-Xia, Li Da-Cheng, Dou Jian-Min, Lu Yi

机构信息

Shandong Provincial Key Laboratory of Chemical Energy Storage and Novel Cell Technology, School of Chemistry and Chemical Engineering, Liaocheng University, Liaocheng 252000, China.

Coordination Chemistry Institute, State Key Laboratory of Coordination Chemistry, School of Chemistry and Chemical Engineering, Nanjing National Laboratory of Microstructures, Collaborative Innovation Center of Advanced Microstructures, Nanjing University, Nanjing 210023, China.

出版信息

Org Lett. 2021 Feb 5;23(3):656-662. doi: 10.1021/acs.orglett.0c03688. Epub 2021 Jan 14.

DOI:10.1021/acs.orglett.0c03688
PMID:33443430
Abstract

Rh-catalyzed sp C-H cross-coupling of acrylamides with organoboron reactants has been accomplished using a commercially available -2,6-difluoroaryl acrylamide auxiliary. A broad range of aryl and vinyl boronates as well as a variety of heterocyclic boronates with strong coordinating ability can serve as the coupling partners. This transformation proceeds under moderate reaction conditions with excellent functional group tolerance and high regioselectivity.

摘要

使用市售的-2,6-二氟芳基丙烯酰胺助剂实现了铑催化的丙烯酰胺与有机硼反应物的sp C-H交叉偶联反应。多种芳基硼酸酯和乙烯基硼酸酯以及具有强配位能力的各种杂环硼酸酯都可以作为偶联伙伴。该转化反应在温和的反应条件下进行,具有出色的官能团耐受性和高区域选择性。

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