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Updated: Jul 28, 2025

Palladium N-Heterocyclic Carbene Complexes: Synthesis from Benzimidazolium Salts and Catalytic Activity in Carbon-carbon Bond-forming Reactions
Published on: July 30, 2017
Synthesis of complex aryl MIDA boronates by Rh-catalyzed [2+2+2] cycloaddition
John M Halford-McGuff1, David B Cordes1, Allan J B Watson1
1EaStCHEM, School of Chemistry, University of St Andrews, North Haugh, St Andrews, KY16 9ST, UK. aw260@st-andrews.ac.uk.
Abstract:
A Rh-catalyzed [2+2+2] cycloaddition approach for the synthesis of BMIDA-functionalized arenes is reported. The developed method overcomes the long-standing reactivity problems associated with internal alkynes and allows access to highly functionalized borylated benzene scaffolds. The method is broadly functional group tolerant and generally high yielding. The utility of the products is demonstrated through elaboration of the BMIDA motif, and in the synthesis of fused heterocycles via intramolecular Chan-Lam etherification and amination. The dominance of sterically controlled reactivity is described.
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