Water Compatible Hypophosphites-d₂ Reagents: Deuteration Reaction via Deutero-deiodination in Aqueous Solution

Zejin Song, Jing Zeng, Ting Li, Xiang Zhao, Jing Fang, Lingkui Meng and Qian Wan*

*School of Pharmacy, Huazhong University of Science and Technology, 13 Hangkong Road, Wuhan, Hubei, 430030, P. R. of China, Email: wanqianhust.edu.cn

Z. Song, J. Zeng, T. Li, X. Zhao, J. Fang, L. Meng, Q. Wan, Org. Lett., 2020, 22, 1736-1741.

DOI: 10.1021/acs.orglett.0c00001

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Abstract

The aqueous stability of deuterated calcium/sodium hypophosphites as nontoxic, cost-effective, and environmentally benign deuteration reagents enables deuteration of a broad range alkyl and aryl iodides with ample isotopic incorporation in aqueous (H₂O) solution using 2,2′-azobis(2-methylpropionamidine) dihydrochloride as radical initiator.

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Key Words

dehalogenations, hypophosphite salts

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ID: J54-Y2020