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用 DO 对羧酸进行脱氧氘代。

Deoxygenative Deuteration of Carboxylic Acids with D O.

机构信息

State Key Laboratory of Coordination Chemistry, Jiangsu Key Laboratory of Advanced Organic Materials, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, 210023, China.

School of Chemistry and Chemical Engineering, Qufu Normal University, Qufu, 273165, China.

出版信息

Angew Chem Int Ed Engl. 2019 Jan 2;58(1):312-316. doi: 10.1002/anie.201811522. Epub 2018 Nov 16.

Abstract

We report a general, practical, and scalable means of preparing deuterated aldehydes from aromatic and aliphatic carboxylic acids with D O as an inexpensive deuterium source. The use of Ph P as an O-atom transfer reagent can facilitate the deoxygenation of aromatic acids, while Ph POEt is a better O-atom transfer reagent for aliphatic acids. The highly precise deoxygenation of complex carboxylic acids makes this protocol promising for late-stage deoxygenative deuteration of natural product derivatives and pharmaceutical compounds.

摘要

我们报道了一种通用、实用且可规模化的方法,可从芳香族和脂肪族羧酸中制备氘代醛,其中 D 2 O 可用作廉价的氘源。Ph 3 P 可用作 O 原子转移试剂,促进芳香族羧酸脱氧,而 Ph POEt 则是脂肪族羧酸更好的 O 原子转移试剂。复杂羧酸的高度精确脱氧使得该方法有望用于天然产物衍生物和药物化合物的后期脱氧氘代。

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