A mild deuterium exchange reaction of free carboxylic acids by photochemical decarboxylation.
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.
Itou
Tatsuya
T
Department of Applied Chemistry, College of Life Sciences, Ritsumeikan University, 1-1-1 Noji-Higashi, Kusatsu 525-8577, Japan. t-itou@fc.ritsumei.ac.jp
Yoshimi
Yasuharu
Y
Nishikawa
Keisuke
K
Morita
Toshio
T
Okada
Yutaka
Y
Ichinose
Nobuyuki
N
Hatanaka
Minoru
M
D002264:Carboxylic Acids / Q000737:chemistry*; D002384:Catalysis; D003653:Decarboxylation; D003903:Deuterium / Q000737:chemistry*; D004579:Electron Transport; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D055668:Photochemical Processes; D013237:Stereoisomerism; D013438:Sulfhydryl Compounds / Q000737:chemistry
D002264:Carboxylic Acids; D013438:Sulfhydryl Compounds; D003903:Deuterium