A series of furanyl-, thiophenyl-, and pyrrolo-substituted pyrroles were prepared via the 1,3-dipolar cycloaddition of unsymmetrical münchnones and nitrovinylheterocycles. The regiochemical outcome of the furan and thiophene cycloadditions compares favorably to previously reported cycloadditions with β-nitrostyrene, while the nitrovinylpyrrole cycloadditions mirror the results observed with nitrovinylindole.

Synthesis of Heteroaryl-Substituted Pyrroles via the 1,3-Dipolar Cycloaddition of Unsymmetrical Muenchnones and Nitrovinylheterocycles. -1,3-Dipolar cycloaddition of in situ generated muenchnones with appropriate -nitrovinyl hetaryls leads to 3-furyl-, 3-thienyl-, and 3-pyrrolylpyrroles. -(LOPCHUK, J. M.; SONG, M.; BUTLER, B.; GRIBBLE*, G. W.; Synthesis 47 (2015) 18, 2776-2780, http://dx.doi.org/10.1055/s-0034-1380720 ; Dep. Chem., Dartmouth Coll., Hanover, NH 03755, USA; Eng.) -T. Stabingis 06-140

No abstract