Deoxygenative Deuteration of Carboxylic Acids with D<sub>2</sub>O

Muliang Zhang, Xiang‐Ai Yuan, Chengjian Zhu, Jin Xie

Angewandte Chemie International Edition · 2018 · 256 citations · 57 references

Concepts

Abstract

Abstract We report a general, practical, and scalable means of preparing deuterated aldehydes from aromatic and aliphatic carboxylic acids with D 2 O as an inexpensive deuterium source. The use of Ph 3 P as an O‐atom transfer reagent can facilitate the deoxygenation of aromatic acids, while Ph 2 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.

References

57