The reductive coupling of enones or enals with alkynes, followed by olefin oxidative cleavage and Paal-Knorr cyclization, provides a versatile entry to a variety of pyrrole frameworks. A number of limitations of alternate entries to the requisite 1,4-dicarbonyl intermediate are avoided. Classes of pyrroles that are accessible by this approach include 2,3-, 2,4-, 1,2,3-, 1,2,4-, 2,3,5-, and 1,2,...

The selective construction of a diverse array of five-membered aromatic heterocycles from common starting materials is an attractive and challenging task. We report here that 5-alkylthio-pyrroles, 4-alkylthiocarbonyl-pyrroles and 2-alkylthio-4-tosyl-furans can be prepared, selectively, in a single operation using the readily available α-formyl ketene dithioacetals as common precursors, through ...

A facile and highly efficient one-pot synthesis of multisubstituted pyrrole derivatives is reported via a four-component reaction of amines, aldehydes, acetylacetone and nitromethane using Pr3+ doped CoFe2O4 as a catalyst in solvent free conditions at 90°C. The catalyst is easily recoverable using magnet and could be reused without a significant loss of catalyti...

A facile and highly efficient one-pot synthesis of multisubstituted pyrrole derivatives is reported via a four-component reaction of amines, aldehydes, acetylacetone and nitromethane using Pr3+ doped CoFe2O4 as a catalyst in solvent free conditions at 90°C. The catalyst is easily recoverable using magnet and could be reused without a significant loss of catalyti...

Highly optically pure multisubstituted dihydropyrano[2,3-c]pyrazol-6-(1H)-ones were synthesized via the N-heterocyclic carbene-catalyzed enantioselective [4 + 2] annulation of α-chloroaldehydes and pyrazolone-derived oxodienes.

Correction for 'Unsymmetrical 1,1-diborated multisubstituted sp(3)-carbons formed via a metal-free concerted-asynchronous mechanism' by Ana B. Cuenca et al., Org. Biomol. Chem., 2015, 13, 9659-9664.

A wide range of vinyl sulfone-modified carbohydrates have been prepared as starting materials for the synthesis of polysubstituted chiral pyrroles. All these vinyl sulfones reacted efficiently with ethylisocyanoacetate to generate a plethora of new pyrrole derivatives. Furanosyl rings opened up during pyrrole synthesis, and pyranosyl rings were opened up by reacting the pyrrole with POCl(3)/DMF...

The widely available carbonyl compounds react with Grignard reagents in the presence of diethyl phosphite to give the corresponding olefins in good to excellent yields: A range of conjugated dienes, terminal olefins, multisubstituted-alkenes and conjugated enynes could be readily obtained by the method in mild conditions.

A gold-catalyzed intermolecular reaction of vinyl azides and ynamides is described. This process presents an efficient and mild approach to multisubstituted 2-aminopyrroles in good-to-excellent yields. Control experiments were carried out to distinguish the reactivity between vinyl azides and the corresponding 2H-azirines. A plausible reaction mechanism was also proposed according to previous r...