biostudies-literatureUnknown15(13)Manna SThe discovery of a new class of heteroatom-rich boron-containing molecules (BCMs) and iterative cross-coupling (ICC) partners created a toolbox for future drug developments using organoboron compounds. Herein, we report the potential utility of 1,3-enyne MIDA boronates to access diverse <i>gem</i>-difluoro MIDA boronates <i>via</i> novel 1,2-alkyne shift. This unique reactivity of 1,3-enyne MIDA boronates offers facile access to previously challenging β-difluorinated alkyl borons. Furthermore, we demonstrated the synthesis of various novel furan-based BCMs <i>via</i> 5-<i>endo-dig</i> cyclization and iterative coupling partners <i>via</i> copper-catalyzed hydroboration and platinum-catalyzed diboration reaction.Chemical science4989-4995https://www.ebi.ac.uk/biostudies/studies/S-EPMC10967263biostudies-literatureReactivity of 1,3-enyne MIDA boronates: exploration of novel 1,2-alkyne shift <i>via gem</i>-difluorination.PMC10967263Aich DHazra SKhandelwal SManna SPanda SfalseReactivity of 1,3-enyne MIDA boronates: exploration of novel 1,2-alkyne shift <i>via gem</i>-difluorination.The discovery of a new class of heteroatom-rich boron-containing molecules (BCMs) and iterative cross-coupling (ICC) partners created a toolbox for future drug developments using organoboron compounds. Herein, we report the potential utility of 1,3-enyne MIDA boronates to access diverse <i>gem</i>-difluoro MIDA boronates <i>via</i> novel 1,2-alkyne shift. This unique reactivity of 1,3-enyne MIDA boronates offers facile access to previously challenging β-difluorinated alkyl borons. Furthermore, we demonstrated the synthesis of various novel furan-based BCMs <i>via</i> 5-<i>endo-dig</i> cyclization and iterative coupling partners <i>via</i> copper-catalyzed hydroboration and platinum-catalyzed diboration reaction.2024-01-01T00:00:00Z2024 Mar2025-04-04T23:53:18.26Z2025-04-04T23:53:18.26ZS-EPMC109672633855067310.1039/d3sc06918d