Acetate-Enabled Selective Electrochemical Deuterolysis of Propargylic Carbonates.

Authors

Xu Song, Dong Huang, Hao Yu, Shengming Ma

Published in

Organic letters. Volume 28. Issue 45. Pages 14003-14009. Nov 13, 2026.

Abstract

Deuterated compounds are becoming more important in drug discovery, mechanistic studies, and materials science, yet their selective syntheses remain challenging. Here we report a powerful nickel-electrocatalyzed deuteration platform that converts readily available propargylic carbonates into deuterated allenes using D2O as a cost-effective deuterium source with a very high selectivity. The reaction delivers a broad range of deuterated allenes, including 1,3-dialkyl variants, which are very common in natural allenes, with an excellent level of isotopic incorporation. We have also demonstrated the synthesis of a deuterated natural product analogue and programmable access to mono- and dideuterated allenes with deuterium installed at one defined position or two. Mechanistically, electroreduction generates the active Ni(0) catalyst that initiates the catalytic cycle, whereas the acetate anion promotes efficient deuterolysis.

PMID:
43023885
Bibliographic data and abstract were imported from PubMed on 13 Nov 2026.

Read full publication at:
Please sign in to see all details.

Stats

1-terrible, 9-excellent. How would you rate this publication? Sign in in to submit your rating.

Post a comment

You need to be signed in to post comments. You can sign in here.

Comments

There are no comments yet.