60221-43-4Relevant academic research and scientific papers
Palladium(0)-catalyzed cross-coupling of potassium (z)-2-chloroalk-1-enyl trifluoroborates: A chemo- and stereoselective access to (z)-chloroolefins and trisubstituted alkenes
Guinchard, Xavier,Bugaut, Xavier,Cook, Cyril,Roulland, Emmanuel
supporting information; experimental part, p. 5793 - 5798 (2010/01/15)
We describe the preparation of a series of new potassium trifluoroborates 1 and the study of their behaviour in a Pd0-catalyzed cross-coupling reaction. We found that compounds 1 are endowed with original properties as they behave as nucleophil
Reaction of α-and β-Halogenostyrenes with arenediazonium tetrafluoroborates and potassium thiocyanate
Bila,Obushak,Ganushchak
, p. 1567 - 1573 (2007/10/03)
Reaction between α-and β-monohalogenostyrenes 1-4, arenediazonium tetrafluoroborates 5a-e and potassium thiocyanate under catalytic condition (Cu2+) proceeds unusually. It was shown that direction of these reactions depends on the halogen position and the solvent: α-substituted (H, Cl or SCN) stilbenes or products of thiocyanatoarylation have been obtained. β-Chloro-1 and β-bromostyrenes 2 react with 5a-e and KSCN to form substituted trans-stilbenes 6a-e and Z-α-thiocyanatostilbenes 7a-e. α-Chloro-3 and α-bromostyrenes 4 react with 5a-e and KSCN in acetone or acetone-water medium to form products 6a-e and 7a-e. The 4-nitrobenzenediazonium tetrafluoroborate (5e) gives of Z-α-chloro-4-nitrostilbene (9e) besides 6e and 7e. In acetone-water medium α-chlorostyrene (3) gives also 1-chloro-1-thiocyanato-1-phenyl-2-arylethanes 8a-e and moreover products 6a-e and 7a-e. The radical cation mechanism for these reactions has been discussed. It is postulated that the reaction takes place through the formation of radical cations [PhCH=CHHal]+. or [PhCHal=CH2]+. with further formation of phenylvinyl cations.
