Efficient C-H/C-D exchange reaction on the alkyl side chain of aromatic compounds using heterogeneous Pd/C in D2O

Hironao Sajiki; Fumiyo Aoki; Hiroyoshi Esaki; Tomohiro Maegawa; Kosaku Hirota

doi:10.1021/ol0496374

Efficient C-H/C-D exchange reaction on the alkyl side chain of aromatic compounds using heterogeneous Pd/C in D2O

Org Lett. 2004 Apr 29;6(9):1485-7. doi: 10.1021/ol0496374.

Authors

Hironao Sajiki¹, Fumiyo Aoki, Hiroyoshi Esaki, Tomohiro Maegawa, Kosaku Hirota

Affiliation

¹ Laboratory of Medicinal Chemistry, Gifu Pharmaceutical University, 5-6-1 Mitahora-higashi, Gifu 502-8585, Japan. [email protected]

PMID: 15101773
DOI: 10.1021/ol0496374

Abstract

[reaction: see text] An efficient and extensive deuterium incorporation using heterogeneous Pd/C-D(2)O-H(2) system into many different types of unactivated C-H bond positions was developed. The present method provides a deuterium gas-free, totally catalytic, and post-synthetic deuterium labeling method in D(2)O media.