1092492-45-9Relevant articles and documents
Base-catalyzed tandem michael/dehydro-diels-alder reaction of a,a-dicyanoolefins with electron-deficient 1,3-conjugated enynes: A facile entry to angularly fused polycycles
Zhang, Mingrui,Zhang, Junliang
, p. 399 - 404 (2014)
Angularly fused carbocyclic frameworks and their heteroatom-substituted analogues exist in many natural products that display a broad and interesting range of biological activities. Preparation of polycyclic products by cycloaddition reactions have been the long-standing hot topic in the synthetic community. Dehydro-Diels- Alder (DDA) reactions are one class of dehydropericyclic reactions that are derived conceptually by systematic removal of hydrogen atom pairs. A base-promoted tandem Michael addition and DDA reaction of a,a-dicyanoolefins with electron-deficient 1,3-conjugated enynes was realized in which a DDA reaction takes place between the arylalkynes and electron-deficient tetrasubstituted olefin. The control experiments support the stepwise anionic reaction pathway rather than the concerted reaction pathway.