Unexpected metal-free synthesis of trifluoromethyl arenes via tandem coupling of dicyanoalkenes and conjugated fluorinated sulfinyl imines.
Alvaro Sanz-VidalDaniel GaviñaLia SotorríosEnrique Gómez-BengoaFernando López OrtizMaría Sánchez-RosellóCarlos Del PozoPublished in: Chemical communications (Cambridge, England) (2021)
A novel strategy for the synthesis of policyclic trifluoromethyl arenes has been devised. It involves a DBU-promoted tandem cycloaromatization reaction of dicyanoalkenes and fluorinated conjugated sulfinyl imines. This unprecedented transformation is a metal-free and air-tolerant process that takes place from readily available starting materials under mild reaction conditions.