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RhIII‐Catalyzed C−H Olefination of Benzoic Acids under Mild Conditions using Oxygen as the Sole Oxidant

Quandi Jiang Changlei Zhu Huaiqing Zhao Prof. Dr. Weiping Su

| First Published: 2016-02-04

Carboxyl‐directed ortho‐C−H functionalization of benzoic acids with alkenes occurs under mild conditions (60 °C) in the presence of 2.5 mol% Rh catalyst and a catalytic amount of carboxylic acid and base. This protocol uses abundant dioxygen as the sole oxidant, produces phthalides that are the core structure often found in natural products and pharmaceuticals, tolerates a broad range of functional groups, and allows for a variety of alkenes to participate in the reaction in good yields. The reaction is proposed to take place through carboxyl directed C−H olefination and subsequent Michael addition. More information can be found in the Communication by Huaiqing Zhao, Weiping Su et al. on page 356 in Issue 3, 2016 (DOI: 10.1002/asia.201500601).



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