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Rhodium(III)-Catalyzed C-H/C-C Coupling of Benzamides with 2-Vinylcyclopropane-1,1-dicarboxylate
GUO Yuntao,WANG Baiquan * #
College of Chemistry, Nankai University, Tianjin 300071
*Correspondence author
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Funding: NSFC （No.21372122 and 21121002）, SRFDP（No.20110031110009）
Opened online:21 December 2015
Accepted by: none
Citation: GUO Yuntao,WANG Baiquan.Rhodium(III)-Catalyzed C-H/C-C Coupling of Benzamides with 2-Vinylcyclopropane-1,1-dicarboxylate[OL]. [21 December 2015] http://en.paper.edu.cn/en_releasepaper/content/4670675
 
 
2-Vinylcyclopropane-1,1-dicarboxylate was used as a building block to react with benzamides in rhodium(III)-catalyzed amide-directed selective C-H/C-C coupling reactions. The reactions are accompanied the ring-opening of the cyclopropane and a new type of allylated arenes were obtained A wide variety of functional groups are tolerated with good to high yields. Furthermore, further transformations of the coupled products have been performed. The decarboxylation product and alkylation products were obatined in high yields. Hydrogenation with Pd/C as catalyst could transform the E/Z mixtures of 3 to the corresponding single saturated products 7 in 87-92 yields. This catalytic system expanded the synthetic utility of rhodium(III)-catalyzed C-H activation.
Keywords:Organic Chemistry; Rhodium; C-H activation; C-C coupling
 
 
 

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