Practical Cu(OAc)2/TEMPO-catalyzed selective aerobic alcohol oxidation under ambient conditions in aqueous acetonitrile |
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Authors: | Jian-An Jiang Jia-Lei Du Zhan-Guo Wang Zhong-Nan Zhang Xi Xu Gan-Lin Zheng Ya-Fei Ji |
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Institution: | 1. School of Pharmacy, East China University of Science and Technology, Campus PO Box 363, 130 Meilong Road, Shanghai 200237, China;2. Roche R&D Center (China) Ltd., 720 Cai Lun Road, Shanghai 201203, China |
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Abstract: | We reported a ligand- and additive-free Cu(OAc)2/TEMPO catalyst system that enables efficient and selective aerobic oxidation of a broad range of primary and secondary benzylic alcohols, primary and secondary 1-heteroaryl alcohols, cinnamyl alcohols, and aliphatic alcohols to the corresponding aldehydes and ketones. This ambient temperature oxidation protocol is of practical features like aqueous acetonitrile as solvent, ambient air as the terminal oxidant, and low catalyst loading, presenting a potential value in terms of both economical and environmental considerations. Based on the experimental observations, a plausible reaction mechanism was proposed. |
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Keywords: | TUEKFQSLROWVBN-LIOIAKNESA-N |
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