Highly site-selective sequential alkenylation of oxalyl amide protected phenylpropylamine derivatives via a seven-membered palladacycle

作者：Wang, Qian; Han, Jian; Wang, Chao; Zhang, Jingyu; Huang, Zhibin; Shi, Daqing^*; Zhao, Yingsheng

来源：Chemical Science, 2014, 5(12): 4962-4967.

DOI：10.1039/c4sc02172j

• C-H BONDS
• CATALYZED ORTHO-ARYLATION
• C(SP(3))-H BONDS
• INTERMOLECULAR AMIDATION
• COUPLING REACTIONS
• DIRECTING GROUPS
• PALLADIUM
• ACTIVATION
• FUNCTIONALIZATION
• SP(2)

A protocol for palladium-catalyzed ortho C(sp(2))-H alkenylation via a rarely reported seven-membered palladacycle with oxalyl amide as a directing group was reported. The range of olefins was the broadest yet reported for this kind of C-H alkenylation reaction. For example, allyl acetate, allyl alcohol derivatives, acraldehyde, acrylate and acrylonitrile were all tolerated in this C-H transformation. Sequential alkenylation reactions were also achieved to construct the complex olefinated arenes in good yields in one pot.

• 出版日期2014
• 单位苏州大学