Am ethodf or the selective deuteration of polyfunctional organic molecules using catalytic amounts of [RuCl 2 (PPh 3 ) 3 ]a nd D 2 Oa sadeuterium source is presented. Throughv ariation of additives like CuI, KOH, and various amounts of zinc powder,o rthogonal chemoselectivities in the deuteration process are observed.M echanistic investigation indicates the presence of different, defined Rucomplexes under the given specific conditions. Scheme1.Activation of the precatalyst [RuCl 2 (PPh 3 ) 3 ]( 1)t hrough additives. Scheme2.Additive-directed chemoselective reductive deuteration of carbonylc ompounds and alkynes.[ a] 16 hreactiont ime.
A practical method for generation of acylcyanides devoid of any external cyanide sources is presented that relies on a mild Ru‐catalyzed selective C−H‐oxidation of benzylic nitriles. The starting materials are smoothly generated through condensation of the corresponding carboxylic acid amides using silanes. The obtained acylcyanides can be employed in a plethora of transformation as exemplified to some larger extend in the sequence of C−H‐oxidation‐Tischenko‐rearrangement for the generation of structurally diverse benzoyloxycyanohydrines.
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