A mild deuterium exchange reaction of free carboxylic acids by photochemical decarboxylation

Chemical Communications : Chem Comm
Tatsuya ItouMinoru Hatanaka

Abstract

Deuterium exchange of a carboxy group was achieved by photochemical decarboxylation of free carboxylic acids in the presence of thiol and a small amount of D(2)O, and a deuterated product with excellent deuterium content was obtained; this reaction is a practical means of synthesizing regioselective deuterium-labelled compounds under mild reaction conditions.

References

Mar 3, 2006·Nature·Masatsune KainoshoPeter Güntert
May 11, 2007·Accounts of Chemical Research·David CrichMitesh Patel
Dec 7, 2007·Chemical Communications : Chem Comm·Yasuharu YoshimiMinoru Hatanaka
Jun 10, 2008·Organic Letters·Maki OhashiKazuhiko Mizuno
Oct 14, 2008·The Journal of Organic Chemistry·Maki OhashiKazuhiko Mizuno
Apr 30, 2010·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Yasuharu YoshimiMinoru Hatanaka

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Citations

Nov 3, 2016·Organic & Biomolecular Chemistry·Ping LiuPeipei Sun
Jun 12, 2019·Chemistry : a European Journal·Barry M Trost, Christopher A Kalnmals
May 13, 2014·Analytical Sciences : the International Journal of the Japan Society for Analytical Chemistry·Kento ShimaokaKenji Katayama
Apr 6, 2012·Dalton Transactions : an International Journal of Inorganic Chemistry·Jack M CarraherAndreja Bakac
Jun 17, 2021·Chemical Communications : Chem Comm·Haruna MizutaniKazutaka Shibatomi
Jun 25, 2021·Chemical Science·Nian LiChengjian Zhu
Dec 21, 2012·The Journal of Organic Chemistry·Keisuke NishikawaMinoru Hatanaka

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