Palladium-Catalyzed Synthesis of Bicyclic Derivatives from the Cyclization/1,4-Difunctionalization of Bromoarenes with Diazo Compounds

A Pd-catalyzed cyclization/1,4-difunctionalization of bromoarenes bearing a carbon nucleophile with diazo compounds has been developed. The present reaction proceeds through a pi-benzyl palladium intermediate, whose reactivity is a key for the remarkable 1,4-selectivity of this reaction, providing functionalized indans and tetralins. A Pd-catalyzed cyclization/1,4-difunctionalization of bromoarenes bearing a carbon nucleophile with diazo compounds was developed. The present reaction proceeds through a pi-benzyl palladium intermediate, whose reactivity is key for the remarkable 1,4-selectivity of this reaction, and provides functionalized indans and tetralins.+image