1,2-Dibutoxyethane-Promoted Oxidative Cleavage of Olefins into Carboxylic Acids Using O₂ Under Clean Conditions

Jinhua Ou, Hong Tan, Saiyu He, Wei Wang, Bonian Hu, Gang Yu and Kaijian Liu*

*Department of Chemistry and Bioengineering, Hunan University of Science and Engineering, Yongzhou 425100, China, Email: kjl1982126.com

J. Ou, H. Tan, S. He, W. Wang, B. Hu, G. Yu, K. Liu, J. Org. Chem., 2021, 86, 14974-14982.

DOI: 10.1021/acs.joc.1c01701

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Abstract

The combination of 1,2-dibutoxyethane/O₂ enables an effective and green oxidative cleavage of olefins to carboxylic acids in very good yields. This oxidation system offers excellent functional-group tolerance, is applicable for large-scale synthesis, and works without an external initiator, catalyst, or additive.

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proposed mechanism

Key Words

carboxylic acids, oxygen

ID: J42-Y2021

1,2-Dibutoxyethane-Promoted Oxidative Cleavage of Olefins into Carboxylic Acids Using O2 Under Clean Conditions

Jinhua Ou, Hong Tan, Saiyu He, Wei Wang, Bonian Hu, Gang Yu and Kaijian Liu*

1,2-Dibutoxyethane-Promoted Oxidative Cleavage of Olefins into Carboxylic Acids Using O₂ Under Clean Conditions