Palladium/Norbornene Cooperative-Catalyzed Cascade Decarboxylative Cyclization of 4-Iodoisoquinolin-1(2H)-ones with o-Bromobenzoic Acids: Access to Diverse Fused Phenanthridinones and Hepta[1,2-c]isoquinolinones.

A novel three-component Pd/norbornene cooperative catalysis cascade decarboxylative [2+2+2]/[2+2+3]cyclization of 4-iodoisoquinolin-1(2H)-ones and o-bromobenzoic acids or 8-bromo-1-naphthoic acid has been developed. The method affords a range of fused phenanthridinones and hepta[1,2-c]isoquinolinones and displays unique regioselectivity and broad substrate scope. Palladium/norbornene (Pd/NBE)-catalyzed C-H activation and subsequent decarboxylative coupling reactions were involved, and NBE acts as a building block for the construction of rigid nonplanar molecular architectures.

Visible light-induced radical cascade acylmethylation/cyclization of 2-(allyloxy)arylaldehydes with α-bromo ketones: access to cyclic 1,5-dicarbonyl-containing chroman-4-one skeletons.

A novel photocatalytic protocol for effective and efficient synthesis of cyclic 1,5-diketones containing chroman-4-one skeletons in moderate to good yields via radical cascade acylmethylation/cyclization of 2-(allyloxy)arylaldehydes with α-bromo ketones has been described. This reaction features a broad substrate scope, good functional group tolerance, and metal- and oxidant-free conditions. An acylmethyl radical-triggered cascade cyclization was involved.

Syntheses, photoluminescence, and electroluminescence of a series of iridium complexes with trifluoromethyl-substituted 2-phenylpyridine as the main ligands and tetraphenylimidodiphosphinate as the ancillary ligand.

Five bis-cyclometalated iridium complexes with tifluoromethyl-substituted 2-phenylpyridine (ppy) at different positions of its phenyl group as the main ligands and tetraphenylimidodiphosphinate (tpip) as the ancillary ligand, 2-6 (1 is a trifluoromethyl-free complex), were prepared, and their X-ray crystallography, photoluminescence, and electrochemistry were investigated. The number and positions of trifluoromethyl groups at the phenyl ring of ppy greatly affected the emission spectra of Ir(3+) complexes, and their corresponding emission peaks at 533, 502, 524, 480, and 542 nm were observed at room temperature, respectively. Constructed with complexes 2-6 as the emitters, respectively, the organic light-emitting diodes (OLEDs) with the structure of indium-tin oxide/1,1-bis[4-(di-p-tolylamino)phenyl]cyclohexane (30 nm)/Ir (x wt %):bis[3,5-bis(9H-carbazol-9-yl)phenyl]diphenylsilane (15 nm)/1,3,5-tris(1-phenyl-1H-benzo[d]imidazol-2-yl)phenyl (45 nm)/LiF (1 nm)/Al (100 nm) showed good performances. Particularly, device G4 based on 4-trifluoromethyl-substituted complex 4 with x = 8 wt % obtained a maximum luminance of over 39000 cd m(-2) and maximum luminance efficiency (η(L)) and power efficiency (η(p)) of 50.8 cd A(-1) and 29.0 lm W(-1), respectively. The results suggested that all of the complexes 2-6 would have potential applications in OLEDs.

Construction of Spirolactams by Unexpected Oxidative Cyclization of Alkenyl Diynes via Copper Catalysis.

A copper-catalyzed oxidative cyclization of alkenyl N-propargyl ynamides is described. This protocol enables the practical synthesis of diverse spirocyclic γ-lactams bearing an exocyclic double bond with generally high Z/E selectivity in moderate to good yields. Importantly, this copper-catalyzed oxidative cyclization demonstrates a distinctive selectivity in comparison with the related gold catalysis.