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Synthesis of Isocoumarins from Cyclic 2‑Diazo-1,3-diketones and Benzoic Acids via Rh(III)-Catalyzed C–H Activation and Esterification

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posted on 20.01.2017 by Cheng Yang, Xinwei He, Lanlan Zhang, Guang Han, Youpeng Zuo, Yongjia Shang
A mild and efficient Rh­(III)-catalyzed C–H activation/esterification reaction for the synthesis of isocoumarins has been developed. This procedure uses readily available benzoic acids and cyclic diazo-1,3-diketones as starting materials and involves domino intermolecular C–H activation in combination with intramolecular esterification to give the corresponding isocoumarins in moderate to excellent yields. This process provides a facile approach for the construction of isocoumarins containing various functional groups that does not require any additives.