Harnessing C–H Borylation/Deborylation for Selective Deuteration, Synthesis of Boronate Esters, and Late Stage Functionalization

…, SL Miller, RE Maleczka Jr, MR Smith III

Index: Maleczka Jr., Robert E.; Shi, Feng; Holmes, Daniel; Smith III, Milton R. Journal of the American Chemical Society, 2003 , vol. 125, # 26 p. 7792 - 7793

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Citation Number: 8

Abstract

Ir-catalyzed deborylation can be used to selectively deuterate aromatic and heteroaromatic substrates. Combined with the selectivities of Ir-catalyzed C–H borylations, uniquely labeled compounds can be prepared. In addition, diborylation/deborylation reactions provide monoborylated regioisomers that complement those prepared by C–H borylation. Comparisons between Ir-catalyzed deborylations and Pd-catalyzed deborylations of ...