The Chemistry of Ynamide and Its Application in Organic Synthesis
Pp. 52-170 (119)
Ynamide, is an understudied but attractive class of alkynes, activated by the
donating ability of the nitrogen adjacent to alkynes. With the nucleophilicity on β-
carbon and the electrophilicity on α-carbon of ynamides, this review summarizes the
syntheses of ynamides and miscellaneous reactions - oxidation, rearrangement,
cyclization, and cycloaddition to construct complicated heterocyclic rings. The
synthetic methodologies were further applied into natural products synthesis, e.g.
marinoquinolines A and C, aplidiopsamine A, rigidin A, and 7-azaserotonin derivative.
Dipolar Cycloaddition, Haloenamide, Keteniminium, Polycyclic
Alkaloids, Thioenamide, Ullmann Coupling, Witulski Rearrangment, α-
Ketoimide, Ynamide, Yndiamide.