21675-11-6Relevant articles and documents
Modular Cyclopentenone Synthesis through the Catalytic Molecular Shuffling of Unsaturated Acid Chlorides and Alkynes
Lee, Yong Ho,Denton, Elliott H.,Morandi, Bill
supporting information, p. 20948 - 20955 (2020/12/21)
We describe a general strategy for the intermolecular synthesis of polysubstituted cyclopentenones using palladium catalysis. Overall, this reaction is achieved via a molecular shuffling process involving an alkyne, an α,β-unsaturated acid chloride, which serves as both the alkene and carbon monoxide source, and a hydrosilane to create three new C-C bonds. This new carbon monoxide-free pathway delivers the products with excellent yields. Furthermore, the regioselectivity is complementary to conventional methods for cyclopentenone synthesis. In addition, a set of regio- and chemodivergent reactions are presented to emphasize the synthetic potential of this novel strategy.
Synthesis and transformations of derivatives and analogs of α-cyanocinnamic acid
Ganushchak,Lesyuk,Fedorovich,Obushak,Murarash
, p. 1677 - 1682 (2007/10/03)
A reaction of ethyl α-cyanoacetate with 5-arylfurfurals, furfural, and 4-methoxybenzaldehyde in alkaline water medium gives rise to 3-substituted 2-cyanoacrylic acids in high yield. The reaction of the corresponding acyl chlorides with diethylamine and an
