Search

A concise approach to the synthesis of oxindoles and phenanthridones from anilides is described. In the presence of catalytic amount of Pd(OAc)2, 2-iodoacetates and 2-iodobenzoates can be used to functionalize ortho C-H bond of anilides, which subsequently undergo intramolecular cyclization to give the products. A possible reaction mechanism that involves a PdII/PdIV catalytic cycle is proposed with the support of detailed mechanistic studies. [ABSTRACT FROM AUTHOR]

An efficient method for the synthesis of 1-allyl-2-allenyl benzenes via palladium-catalyzed three-component assembly of benzynes, allyl chlorides, and allenylstannanes is described. Substituted benzyne precursors 1a-e undergo three-component assembly with various allylic chlorides 2a-e and allenylstannanes in the presence of Pd(dba)2/dppe (5 mol%), and cesium fluoride in acetonitrile at ambient temperature affording 1-allyl-2-allenyl benzenes 4a-k in good to excellent yields. The possible mechanism for the present catalytic reaction is proposed. [ABSTRACT FROM AUTHOR]