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A highly selective decarboxylative deuteration of carboxylic acids.

ABSTRACT: In this paper, we report a mild and practical method for precise deuteration of aliphatic carboxylic acids by synergistic photoredox and HAT catalysis. The reaction delivers excellent D-incorporation (up to 99%) at predicted sites even in substrates bearing reactive C-H bonds or versatile functional groups. The use of a recirculation reactor with a peristaltic pump supports a scalable preparative ability (up to 50 mmol) under very mild reaction conditions. The practical and precise deuteration of readily available complex carboxylic acids makes this protocol promising for the preparation of deuterium-labelled compounds.

SUBMITTER: Li N

PROVIDER: S-EPMC8179560 | biostudies-literature | 2021 Mar

REPOSITORIES: biostudies-literature

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A highly selective decarboxylative deuteration of carboxylic acids.

Li Nian N Ning Yunyun Y Wu Xiaopeng X Xie Jin J Li Weipeng W Zhu Chengjian C

Chemical science 20210303 15

In this paper, we report a mild and practical method for precise deuteration of aliphatic carboxylic acids by synergistic photoredox and HAT catalysis. The reaction delivers excellent D-incorporation (up to 99%) at predicted sites even in substrates bearing reactive C-H bonds or versatile functional groups. The use of a recirculation reactor with a peristaltic pump supports a scalable preparative ability (up to 50 mmol) under very mild reaction conditions. The practical and precise deuteration o ...[more]

PMID: 34163771

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