exo-Methylene-β-lactams were synthesized in two steps from commercially available 3-bromo-2-(bromomethyl)propionic acid and reacted with arene diazonium salts a Heck-type arylation the presence of catalytic amounts Pd(OAc)2 under ligand-free conditions. The products, arylidene-β-lactams, obtained high yields as single isomers. β-hydride elimination step Pd-catalyzed coupling reaction proceeds e...

A series of novel azo-disperse dyes containing alkylhydrazonopyridinone structures were synthesized. 4-Methyl-2,6-dioxo-1-propyl-1,2,5,6-tetrahydropyridine-3-carbonitrile (8) is synthesized by one-pot synthesis using ethyl cyanoacetate, propylamine, and ethyl acetoacetate. Compound 8 is then coupled with aromatic and heteroaromatic diazonium salts to afford the corresponding aryl- and heteroary...

Pyrrolizine-1,3-dione 4 was made by oxidation of the alcohol 2 using pyridinium chlorochromate. The dione 4 shows ketone properties (e.g. formation of DNP derivative 11) and, in common with other pyrrolizinones, the lactam unit is readily ring-opened by methanol under basic conditions. The active methylene unit of 4 couples readily with diazonium salts to provide the hydrazone 15 whose structur...

Azobenzenes are ubiquitous motifs very important in many areas of science. Azo compounds display crucial properties for important applications, mainly for the chemical industry. Because of their discovery, the main application of aromatic azo compounds has been their use as dyes. These compounds are excellent candidates to function as molecular switches because of their efficient cis-trans isom...

By the reaction of furan-2-carboxylic acids and furfural with diazonium salts 1a-j arylfuran-2-carboxylic 4a-e 5-arylfuran-2-carbaldehydes 5a-f were synthesized. Acids transformed into appropriated acylchlorides 6a-e used for preparation 4-(5-aryl-2-furoyl)morpholines 7a-e . 4-[(5-Aryl-2-furyl)carbonothioyl]morpholines 8a-f prepared from aldehydes by using Willgerodt-Kindler reaction. The struc...

Small-diameter (ca. 0.7 nm) single-wall carbon nanotubes are predicted to display enhanced reactivity relative to larger-diameter nanotubes due to increased curvature strain. The derivatization of these small-diameter nanotubes via electrochemical reduction of a variety of aryl diazonium salts is described. The estimated degree of functionalization is as high as one out of every 20 carbons in t...