A combination of hexamethyldisilane and deuterium oxide was found to work as a deuterium transfer reagent for alkynes in the presence of a catalytic amount of a palladium complex to give (E)-1,2-dideuterioalkenes selectively through the corresponding (Z)-isomer.
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http://dx.doi.org/10.1039/b512245g | DOI Listing |
J Am Chem Soc
September 2018
Engineering Research Center of Organosilicon Compounds & Materials, Ministry of Education, College of Chemistry and Molecular Sciences , Wuhan University, 299 Bayi Road , Wuhan , Hubei 430072 , China.
Herein we describe a general, mild and scalable method for deuterium incorporation by potassium methoxide/hexamethyldisilane-mediated dehalogenation of arylhalides. With CDCN as a deuterium source, a wide array of heteroarenes prevalent in pharmaceuticals and bearing diverse functional groups are labeled with excellent deuterium incorporation (>60 examples). The ipso-selectivity of this method provides precise access to libraries of deuterated indoles and quinolines.
View Article and Find Full Text PDFChem Commun (Camb)
May 2007
Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo, Kyoto 606-8502, Japan.
Conjugated enones are reduced by readily available Me(3)SiSiMe(3) and D(2)O in the presence of a catalytic amount of [PdCl(eta(3)-C(3)H(5))](2)-PPh(3) to give alpha,beta-dideuterioketones.
View Article and Find Full Text PDFChem Commun (Camb)
December 2005
Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo, Japan.
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