Synthesis of CF<sub>3</sub>–Containing Linear Nitriles from α-(Trifluoromethyl)styrenes
Sixue Xu, Yupian Deng, Jingjing He, Qianding Zeng, Chuan Liu, Yi Zhang, Bin Zhu, Song Cao
Abstract
Four unprecedented base-catalyzed/mediated nucleophilic additions of TMSCN to α-(trifluoromethyl)styrenes and 2-trifluoromethyl enynes were developed. The reaction proceeded smoothly at room temperature under mild and transition-metal-free conditions without affecting the trifluoromethyl group and afforded the corresponding CF3-containing alkyl, alkynyl, and butadienyl nitriles in moderate to excellent yields in a highly regioselective manner, respectively.
Topics & Concepts
TrifluoromethylChemistryRegioselectivityNucleophileAlkylNucleophilic additionMedicinal chemistryBase (topology)CatalysisOrganic chemistryMathematicsMathematical analysisFluorine in Organic ChemistryInorganic Fluorides and Related Compounds