Electroreductive deuteration of N-propynylamides to enamides.

Autor: Gao, Qiansong, Wang, Mingchun, Zheng, Lianyou, Shi, Lingling, Wu, Cheng, Li, He, Xiang, Jinbao
Předmět:
Zdroj: Green Chemistry; 11/7/2024, Vol. 26 Issue 21, p10975-10981, 7p
Abstrakt: Deuterium-labeled molecules play a crucial role in numerous areas, from medicinal chemistry to chemical biology, providing a unique opportunity to improve ADMET properties and study the biological fate of bioactive molecules. Herein, we present an electromigratory reductive deuteration of terminal alkynes to access a diverse array of enamides with more than 3 deuteriums incorporated per molecule, using CD3CN as a deuterium source. The reaction proceeds under mild neutral conditions, does not require precious transition metals, and shows broad substrate scope with excellent E-selectivity. We envision that this on-demand high deuterium incorporation will provide considerable opportunities in therapeutics and biological research. [ABSTRACT FROM AUTHOR]
Databáze: Complementary Index