[2+4]-Cycloaddition of fluoroolefins and fluoroazomethines with 1,3-cyclohexadiene

α-Fluoroacrylonitriles: Horner–Wittig synthesis and conversion into 2-fluoroallylamines and C-(1-fluorovinyl)nitrones

“…A class of compounds which can act as fluorinated building blocks are the a-fluoroacrylonitriles. On the one hand, the electronpoor double bond provides the possibility of applying both the Michael addition [4], and the Diels-Alder reaction [5]. On the other hand, the nitrile function can be converted into an ester through the Pinner reaction [6], or into an aldehyde by reduction with diisobutylaluminum hydride (DIBALH) and hydrolysis [7,8].…”

Synthesis and Diels–Alder reactions of α-fluoro- and α-trifluoromethylacrylonitriles

“…The electron-deficient double bond of this class of compounds might be useful for both the Michael addition [28], and the Diels-Alder reaction [29]. Also the nitrile function might be converted into an ester through the Pinner reaction [30], or into an aldehyde by reduction with diisobutylaluminum hydride (DIBALH) and hydrolysis [31,32].…”