905810-22-2Relevant articles and documents
Transition-Metal-Free Coupling of Alkynes with α-Bromo Carbonyl Compounds: An Efficient Approach towards β,γ-Alkynoates and Allenoates
Liu, Wenbo,Chen, Zhengwang,Li, Lu,Wang, Haining,Li, Chao-Jun
supporting information, p. 5888 - 5893 (2016/04/26)
A direct transition-metal-free coupling between alkynes and α-bromo carbonyl compounds has been developed with ultraviolet (UV) light in aqueous media. This method represents a facile approach to synthetically useful β,γ-alkynyl esters and amides stereoselectively from two readily available starting materials. As an example of the synthetic application of the products, the alkynyl esters were readily converted into allenoates. Time for UV! A direct coupling between alkynes and α-bromo compounds has been developed with ultraviolet light in aqueous media (see scheme). This method represents a facile approach to synthetically useful β,γ-alkynyl esters and amides stereoselectively from two readily available starting materials.
Favorskii-like rearrangement of an aliphatic α-halo amide
Kelly, Nicholas M.,Wellejus, Anja,Elbrond-Bek, Heidi,Weidner, Morten Sloth,Jorgensen, Signe Humle
supporting information, p. 1243 - 1249 (2013/04/10)
The reaction of the α-bromoamide 2a with 1-cyclopentylpiperazine gives the Favorskii-like rearranged product 4 when the reaction is heated to 70 °C in a mixture of aqueous potassium hydroxide and ethanol. However, when solid sodium carbonate/potassium iodide is used in ethanol, the nonrearranged product 3a is formed instead. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications to view the free supplemental file.