A stereospecific palladium-catalyzed N-vinylation of azaheterocycles with vinyl triflates is described. Cyclic and acyclic vinyl triflates along with nonnucleophilic azaheterocycles were found to be substrates for this palladium-catalyzed synthesis of N-vinyl pyrrole and indole derivatives.

Mn(III)-catalyzed formal [3+2]- and [3+3]-annulations have been developed using readily available vinyl azides with 1,3-dicarbonyl compounds and cyclopropanols. Vinyl azides were successfully applied as a three-atom unit including one nitrogen to prepare various azaheterocycles via Mn(III)-catalyzed radical reactions.

A short and efficient synthesis of 4-aminomethyl-4-fluoropiperidines and 3-aminomethyl-3-fluoropyrrolidines is described. These fluorinated azaheterocycles are of specific interest as bifunctional building blocks for fluorinated pharmaceutical compounds. The key step of the synthetic pathway involves the regioselective bromofluorination of N-Boc-4-methylenepiperidine and 3-methylenepyrrolidine ...

Aromatic azaheterocycles are key components in a large number of bioactive molecules. In particular, the electron-deficient pyrazine nucleus is present in small molecule drugs which exhibited antitumoral, antiviral, and enzyme inhibitory activities, 15 among others. Besides, the fragrance and agricultural industries take advantage of the pyrazine core. On the other hand, gold complexes continue...

Electrophilic amination of Grignard reagents has been accomplished by using O-sulfonyloximes as amination reagents. Benzophenone O-sulfonyloxime derivatives react with Grignard reagents on sp2 nitrogen, yielding primary amines by successive hydrolysis of the resulting N-alkylimines. Various cyclic imines are synthesized by Pd-catalyzed reaction from olefinic oxime derivatives. That is, treatmen...

A series of functionalized indolylalkylarenes 3-16(a and b) were synthesized and their affinities for the serotonin transporter were investigated in vitro. Compounds 3-12(a and b) were obtained by nucleophilic substitution of 3-(1H-indol-3-yl)propyl-4-methylbenzenesulfonates 2(a and b) with a series of azaheterocycles. Compounds 14-16(a and b) were prepared in a two-step sequence by reaction of...