Synthesis and properties of BF2- & PO2-complexes of mono meso-heterocycle substituted 25-oxasmaragdyrins and derivatives



BF2- and PO2-smaragdyrins containing one five membered heterocycle such as pyrrole, thiophene and furan at one of the meso-position of corresponding 25-oxasmaragdyrins were synthesized by treating the appropriate mono meso-heterocycle substituted 25-oxasmarag...

Catalyst free, visible-light promoted photoaddition reactions between C60 and N-trimethylsilylmethyl-substituted tertiary amines for synthesis of aminomethyl-1,2-dihydrofullerenes



An efficient and benign method for the preparation of aminomethyl-substituted fullerenes has been developed. The process, involving catalyst free, visible-light irradiation of 10% EtOH-toluene solutions containing fullerene C60 and N-trimethylsilylmethyl-subs...

The role of β-cyclodextrin in mediating regioselective dimethylaminomethylation of phenol



Regioselective reactions with supramolecular control are of great interest. Herein, the para-regioselectivity in the Mannich reaction of phenol with formaldehyde and dimethylamine was achieved with the use of β-cyclodextrin (β-CD), giving 4-(N,N-dimethylamino...

Cyclization and oxidation of o-bromophenylacetamides for the synthesis of oxindoles and isoindigoes



N-substituted oxindoles were obtained through a facile KOH/DMSO promoted intramolecular cyclization of o-bromophenylacetamides in good yields. Furthermore, isoindigo derivatives were readily synthesized through sequential intramolecular cyclization, oxidation...

Synthesis of 2-alkenyl-3-hydroxyquinolin-4(1H)-ones as promising antimicrobial and fluorescent agents



2-Alkenyl-3-hydroxyquinolin-4(1H)-ones were prepared by the rearrangement of anthranilic acid esters synthesized by two alternative methods. The prepared derivatives were screened for their antimicrobial activities against representative Gram-positive and Gra...

Catalyst-free concise synthesis of multi-functional 3-cyano-4-quinolinone derivatives from cyanoacetylenaminones and DMF-DMA


An efficient one-pot synthesis of 3-cyano-4-quinolinone derivatives has been developed via the intramolecular cyclization of cyanoacetylenaminones 1 with N,N-dimethylformamide dimethyl acetal (DMF-DMA) 2 under catalyst-free conditions in CH3CN. The reaction o...

Grayanane diterpenoids with diverse bioactivities from the roots of Pieris formosa


During our continuing study on the roots of Pieris formosa, twelve new grayanane diterpenoids (1–12), together with eight known compounds (13–20), were obtained. Their structures with absolute configurations were characterized by a series of spectroscopic met...

Glabralides A – C, three novel meroterpenoids from Sarcandra glabra



Glabralides A–C (1–3), three novel meroterpenoids including two unprecedented skeletons were isolated from the whole plants of Sarcandra glabra. Glabralide A (1) represented a unique skeleton of the chalcone-coupled monoterpenoid, bearing a bicyclo [2.2.2] oc...

A novel and practical method for the synthesis of dinotefuran through Michael addition of nitromethane to diethyl maleate



A novel and practical synthesis of dinotefuran 1, featuring a new access to it from known key intermediate (tetrahydrofuran-3-yl)-methanamine 5, has been achieved through Michael addition reaction of nitromethane to diethyl maleate in 6 steps with 45.5% total...

An efficient route to quinoline-2-carboxylates via a rhodium-catalyzed oxidative [5+1] annulation of 2-vinylanilines with α-diazocarbonyl compounds



A novel rhodium-catalyzed oxidative [5 + 1] annulation of 2-vinylanilines with α-diazocarbonyl compounds for the construction of quinoline-2-carboxylate derivatives has been developed. A series of functional groups such as methyl, methoxy, fluoro, chloro, bro...