Advances in Organic Synthesis

Volume: 13

The Chemistry of Ynamide and Its Application in Organic Synthesis

Author(s): Siyu Ye and Na Wu

Pp: 52-170 (119)

Doi: 10.2174/9789811405082120130004

* (Excluding Mailing and Handling)


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.

Keywords: Dipolar Cycloaddition, Haloenamide, Keteniminium, Polycyclic Alkaloids, Thioenamide, Ullmann Coupling, Witulski Rearrangment, α- Ketoimide, Ynamide, Yndiamide.

Related Journals
Related Books
© 2023 Bentham Science Publishers | Privacy Policy