1619970-78-3Relevant articles and documents
Ir(ppy)3-Catalyzed, Visible-Light-Mediated Reaction of α-Chloro Cinnamates with Enol Acetates: An Apparent Halogen Paradox
F?ll, Thomas,Rehbein, Julia,Reiser, Oliver
supporting information, p. 5794 - 5798 (2018/09/13)
The visible-light-mediated activation of vinyl chlorides derived from α-chloro ethyl cinnamates via oxidative quenching of excited photocatalyst fac-Ir(ppy)3 is described. Upon photoelectron transfer and chloride extrusion, the corresponding vinyl radical can be efficiently trapped by enol acetates, giving rise to synthetically useful 1,4-dicarbonyl compounds in good to excellent yields. This transformation is distinguished by mild and environmentally benign reaction conditions and can be performed on a multigram scale, in sharp contrast to contrasting α-bromo ethyl cinnamates, which show low conversion under the various conditions applied.
Synthesis of multi-functional alkenes via Wittig reaction with a new-type of phosphorus ylides
Tsai, Yi-Ling,Syu, Siang-En,Yang, Shu-Mei,Das, Utpal,Fan, Yu-Shiou,Lee, Chia-Jui,Lin, Wenwei
supporting information, p. 5038 - 5045 (2014/12/10)
A Bu3P-mediated mild and efficient synthesis of multi-functional alkenes has been described starting from substituted acrylate with aldehydes. In situ generated zwitterionic intermediates underwent proton-exchange to afford ylide intermediates, which were trapped by corresponding aldehydes providing the products in up to 92% yield with complete E-stereoselectivity. Further derivatization of the products was performed to furnish functional pyridazinones.