Intramolecular hydroamination of difluoropropargyl amides: regioselective synthesis of fluorinated beta- and gamma-lactams |
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| Authors: | Fustero Santos Fernández Begoña Bello Paula Pozo Carlos Del Arimitsu Satoru Hammond Gerald B |
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| Affiliation: | Departamento de Química OrgAnica, Universidad de Valencia, E-46100 Burjassot, Spain. santos.fustero@uv.es |
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| Abstract: | Functionalized gem-difluoro beta- and gamma-lactams were synthesized through a novel intramolecular hydroamination reaction of difluoropropargyl amides. beta-Lactams were obtained via a Baldwin disfavored 4-exo-digonal cyclization using palladium acetate as the catalyst, whereas gamma-lactams were produced under basic conditions. Acid hydration of gamma-lactams produced ketoamides or hemiaminals selectively. |
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