Gold-Catalyzed 1,2-Dicarbofunctionalization of Alkynes with Organohalides** |
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| Authors: | Shashank P. Sancheti Yukta Singh Manoj V. Mane Nitin T. Patil |
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| Affiliation: | 1. Department of Chemistry, Indian Institute of Science Education and Research Bhopal, Bhopal, 462 066 Madhya Pradesh, India;2. Centre for Nano and Material Sciences, Jain (Deemed-to-be University), Jain Global Campus, Kanakapura, Bangalore, Karnataka, 562112 India |
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| Abstract: | Herein, we report the first gold-catalyzed 1,2-dicarbofunctionalization of alkynes using organohalides as non-prefunctionalized coupling partners. The mechanism of the reaction involves an oxidative addition/π-activation mechanism in contrast to the migratory insertion/cis-trans isomerization pathway that is predominantly observed with other transition metals yielding products with anti-selectivity. Mechanistic insights include several control experiments, NMR studies, HR-MSMS analyses, and DFT calculations that strongly support the proposed mechanism. |
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| Keywords: | Alkynes DFT Studies Dicarbofunctionalization Gold Redox Catalysis |
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