title: Domino Oxidative [Pd]-Catalysis: One-Pot Synthesis of Fluorenones Starting from Simple Benzylamines and Iodo Arenes.
abstract: A domino [Pd]-catalysis for the efficient synthesis of fluorenones is presented. The overall reaction proceeds through the formation of a five membered Pd(II)-cycle via a highly regioselective ortho C(sp(2))-H activation(s) of simple benzylamine that combines with external iodo arenes to give ortho arylated products. Significantly, the reaction further activates the C(sp(3))-H and C(sp(2))-H (intramolecular oxidative Heck coupling) bonds to give tricyclic imine systems. Then the usual water workup affords the fused tricyclic ketones (fluorenones). Remarkably, this one-pot operation enabled the effective construction of two C-C to three C-C bonds.
authors.affiliation: Department of Chemistry, Indian Institute of Technology Hyderabad, Kandi , Sangareddy, Telangana 502 285, India.
authors.forename: Devarapalli
authors.initials: D
authors.lastname: Ravi Kumar
authors.affiliation: Department of Chemistry, Indian Institute of Technology Hyderabad, Kandi , Sangareddy, Telangana 502 285, India.
authors.forename: Gedu
authors.initials: G
authors.lastname: Satyanarayana