Synthesis of benzodiquinanes via tandem palladium-catalyzed semipinacol rearrangement and direct arylation

Org Lett. 2011 Jan 21;13(2):232-5. doi: 10.1021/ol1026415. Epub 2010 Dec 16.


A palladium-catalyzed tandem semipinacol rearrangement/direct arylation reaction using α-aryl isopropenyl-tert-cyclobutanols has been developed. This reaction gives access to benzodiquinanes in moderate to good yields and tolerates alkyl-, alkoxy-, and halogen-substituted aryl groups.