Stable Pd-nanoparticles catalyzed domino C H activation/C N bond formation strategy: An access to phenanthridinones

The crystal structure of 3-methoxyphenanthridin-6(5H)-one, C14H11NO2

“…In the title compound, the two benzo rings and the pyridin-2(1H)one ring are in the same plane, indicating the compound is an almost planar molecule. This planar parent structure is also present in the previously reported phenanthridinone derivatives [5,13]. The molecules of the title compound in the same layer are connected by N(1)-H(1)• • • O(1) hydrogen bonds (donor-acceptor distance: 2.829 Å), which is in agreement with that in previously reported structure of phenanthridone [13].…”

“…In recent years, phenanthridinone has been found to be a key core unit in some natural products with important biological activities [6][7][8] and drug molecules for the treatment of nerve diseases [9][10][11]. Thus, the synthesis and crystal structures of various phenanthridinone derivatives have attracted great attention [5,12]. There is one molecule in the asymmetric unit.…”

“…The title compound was obtained according to the literature method [5]. Single crystal suitable for X-ray diffraction were grown during slow evaporation of a mixture of ethyl acetate and petroleum ether.…”

Palladium and Copper: Advantageous Nanocatalysts for Multi-Step Transformations

“…The catalyst was recycled five times without any sign of agglomeration, as shown by TEM analyses after the reaction. The same catalyst in the presence of silver oxide permitted the synthesis of phenanthrinidones from benzamides and aryl halides, obtaining high yields ( Scheme 36 b) [ 153 ]. Employing the same catalyst, single-step stereoselective synthesis of allylideneoxindoles and allylidenebenzofuranes was achieved as well as a stereoselective domino synthesis of oxindoles from anilides ( Scheme 36 c,d) [ 154 , 155 ].…”

Metal Nanoparticles as Sustainable Tools for C–N Bond Formation via C–H Activation

“…Recently, Sekar and coworkers developed the synthesis of phenanthridinones 50 via C–H activation of N -methoxy benzamides 47 and aryl iodides 48 ( Scheme 18 ) [ 83 ]. The authors tested several Pd NPs using different stabilizers and commercially available Pd/C and Pd NP.…”