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: Kallepalli, Venkata A.; Shi, Feng; Paul, Sulagna; Onyeozili, Edith N.; Maleczka Jr., Robert E.; Smith III, Milton R. Journal of Organic Chemistry, 2009 , vol. 74, # 23 p. 9199 - 9201

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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 ...