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Difluoroenoxysilane: Expanding Allenamide Hydrodifluoroalkylation for Diverse Carbon Frameworks
Kadiyala Sagar1,2, Malempati Srimannarayana1, Raju Teegala1,2
1Department of Chemistry, School of Science, GITAM University (Hyderabad Campus), Hyderabad 502329, India.
Abstract:
This study presents an effective route to access functionalizable fluorinated enamides characterized by their high regiospecificity around the allenamide. Synthetic applications of the resulting difluorocarbonyl-bearing enamide products were pursued through straightforward synthetic transformations to prepare unknown functionalized valuable halogenated O-heterocycles and C5 skeletons. Experimental mechanistic studies showed that hydrodifluoroalkylation occurs via a hidden Brønsted acid activation, thereby establishing a new electrophilic activation mode for allenamide through a conjugated iminium intermediate.
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