Cobalt-catalyzed dehalogenative deuterations with D2O
The regioselective incorporation of deuterium to organic skeletons has gained ever-growing atten-tion among scientific community.Herein,we present a robust and general protocol for site-specific deuteration through the cobalt catalyzed dehalogenative process.Using D2O as the economical deu-terium reagent,we achieved excellent substrate compatibility across a wide collection of organo-halides or pseudo-halides,such as aryl,alkenyl,benzyl,allyl,or alkyl halides and propargyl acetates.Preliminary experimental evidences and related DFT calculation are also presented to support a mechanistic scenario involving a Co(Ⅰ)-C(Ⅲ)-Co(Ⅰ)cycle.The generality and potential utilization of this moisture-insensitive catalysis have also been demonstrated by the selective deuterodehalogen-ation of drug-like candidates,concise synthesis of D-labeled pharmaceutical molecule,as well as the stepwise hydrogen isotope exchange of bioactive compounds.
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