Synthesis of complex aryl MIDA boronates by Rh-catalyzed [2+2+2] cycloaddition

John M. Halford-McGuff, David B. Cordes, Allan J. B. Watson*

*Corresponding author for this work

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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.
Original languageEnglish
Pages (from-to)7759-7762
Number of pages4
JournalChemical Communications
Volume59
Issue number50
Early online date26 May 2023
DOIs
Publication statusPublished - 25 Jun 2023

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