Multicomponent Synthesis of Isoindolinone Frameworks via RhIII-Catalysed in situ Directing Group-Assisted Tandem Oxidative Olefination/Michael Addition

作者：Wang, Liang^*; Liu, Xi; Liu, Jian-biao; Shen, Jun; Chen, Qun; He, Ming-yang^*

来源：Chemistry-An Asian Journal, 2018, 13(7): 765-769.

DOI：10.1002/asia.201800120

• C-H activation
• chemoselectivity
• isoindolinones
• multicomponent synthesis
• rhodium

A Rh-III-catalysed three-component synthesis of isoindolinone frameworks via direct assembly of benzoyl chlorides, o-aminophenols and activated alkenes has been developed. The process involves in situ generation of o-aminophenol (OAP)-based bidentate directing group (DG), Rh-III-catalysed tandem ortho C-H olefination and subsequent cyclization via aza-Michael addition. This protocol exhibits good chemoselectivity and functional group tolerance. Computational studies showed that the presence of hydroxyl group on the N-aryl ring could enhance the chemoselectivity of the reaction.

• 出版日期2018-4-4
• 单位山东师范大学; 常州大学