Organocatalyst trityl chloride (Ph3CCl), by in situ formation of trityl carbocation with inherent instability, efficiently catalyzes the condensation of dimedone (5,5-dimethyl-1,3-cyclohexanedione) (2 equiv.) with arylaldehydes (1 equiv.) under solvent-free conditions to afford 9-aryl-1,8-dioxo-octahydroxanthenes in high to excellent yields and in relatively short reaction times. Formation of t...

Anodic oxidation of N-aryl-2,2-diphenylacetamides in acetonitrile undergoes three types of bond-cleavage, one between the benzylic carbon and the carbonyl group, the second between a carbonyl and 'N', and the third between the 'N' atom and aryl group. The selectivity of the cleavage and nature of emerged products is highly dependent on the nature of substituent attached to the aryl group. For e...

Diastereoselective syntheses of 3-aryl-(S/R)-6-methyl-1-[(S/R)-1-phenylethyl)]-2-thioxotetrahydro pyrimidin-4(1H)-ones were achieved in good yields by the condensation of aryl isothiocyanates with ethyl 3-(1-phenylethylamino)butanoate in a one-pot reaction. Benzylation of these substrates illustrated that the orientations of the exocylic and endocylic groups determine the stereochemical outcome...

The N-arylindole subunit is an important species in many biologically active and pharmaceutically important compounds, which display antiestrogen [1], analgesic [2], antiallergy [3], antimicrobial [4], and neuroleptic activity [5]. Although the traditional coppercatalyzed coupling of an aryl halide with a heteroatombased nucleophile, the Ullmann-type coupling reaction, has remained a standard m...

2-Cyclopenten-1-one-5-carboxylic ester derivatives 14 are synthesized in a four-step-reaction sequence starting from alkynyl aldehydes 9 via 4Z-b-vinyl-a-diazo b-ketoesters intermediate 8. The synthetic method for 8 is described. When the d substituent is an alkyl group, Rh(II)-mediated decomposition of the diazo compounds 8 led to an intramolecular C–H insertion to afford 2-cyclopenten-1-one-5...

A number of 1,3,4-oxadiazole, 3-9, and 1,2,4-triazole derivatives, 13-15, were synthesized starting form the acid hydrazide 1. The 1,3,4-thiadiazole derivative 12 was prepared from the substituted phenylthiosemicarbazide derivative 11 by treatment with sulfuric acid. The aryl hydrazone derivatives 10a-c were synthesized by reaction of the hydrazide 1 with the corresponding ketones. The thioalky...

Abstract We report the synthesis of 4‐aryl‐2‐piperidone, 4‐arylpiperidine motifs, antituberculosis molecule Q203 (Telacebec) and its analogues. Direct lactamization β ‐C−H arylated N ‐phthaloyl δ ‐aminopentanoic acid carboxamides yielded 4‐aryl‐2‐piperidone (4‐aryl‐ ‐valerolactam) scaffolds. The required were assembled via Pd(II)‐catalyzed, 8‐aminoquinoline‐aided, sp 3 activation arylation meth...