Redox-Neutral Metal-Free Three-Component Carbonylative Dearomatization of Pyridine Derivatives with CO2 |
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| Authors: | Alessandro Cerveri Stefano Pace Prof. Magda Monari Prof. Marco Lombardo Prof. Marco Bandini |
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| Affiliation: | Dipartimento di Chimica “G. Ciamician”, Alma Mater Studiorum–Università di Bologna, via Selmi 2, 40126 Bologna, Italy |
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| Abstract: | The TBD (1,3,5-triazabicyclodec-5-ene) assisted three-component carbonylation of pyridine-2-methanamines is documented by means of CO2 as a benign CO surrogate. The redox-neutral methodology enables the realization of densely functionalized imidazo-pyridinones in high yields (up to 93 %) and excellent chemoselectivity. Combined computational and experimental investigations revealed an unprecedented RCOCl/TBD concerted electrophilic activation of carbon dioxide. |
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| Keywords: | carbonylation CO2 dearomatization reaction metal-free pyridine |
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