Abstract
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.
About this chapter
Cite this chapter as:
Siyu Ye, Na Wu ;The Chemistry of Ynamide and Its Application in Organic Synthesis, Advances in Organic Synthesis (2020) 13: 52. https://doi.org/10.2174/9789811405082120130004
DOI https://doi.org/10.2174/9789811405082120130004 |
Print ISSN 1574-0870 |
Publisher Name Bentham Science Publisher |
Online ISSN 2212-408X |