Tetrahedron

1, 4-Carbonylative addition of arylboronic acids to methyl vinyl ketone: a new synthetic tool for rapid furan and pyrrole synthesis

H Chochois, M Sauthier, E Maerten, Y Castanet…

Index: Chochois, Helene; Sauthier, Mathieu; Maerten, Eddy; Castanet, Yves; Mortreux, Andre Tetrahedron, 2006 , vol. 62, # 50 p. 11740 - 11746

Full Text: HTML

Citation Number: 29

Abstract

The rhodium catalysed 1, 4-carbonylative addition of arylboronic acids to methyl vinyl ketone under carbon monoxide pressure was studied. High yields of 1, 4-diketones were obtained using a catalytic system formed from Rh (COD) 2BF4 (COD= 1, 5-cyclooctadiene) and triphenylphosphine even at very low catalyst loading (0.02 mol%). A short synthetic procedure combining this carbonylation reaction with a subsequent cyclisation step ...