NITROOLEFINS. I. A NEW AND CONVENIENT ACCESS TO INDOLIZINES AND PYRAZOLOPYRIDINES USING 1-NITRO-2-(PHENYLTHIO>ETHYLENE

Article abstract of DOI:10.3987/COM-88-4682

1-Nitro-2-(phenylthio)ethylene (1) reacts with a variety of N-ylides and N-imines (pyridinium, isoquinolinium, quinolinium, phthalazinium N-ylides and N-imines) in the presence of triethylamine to give the corresponding fused pyrrole and pyrazole derivatives (indolizines, pyrrolo<2,1-a>isoquinoline, pyrrolo<2,1-a>phthalazine, pyrazolo<1,5-a>pyridine, pyrazolo<5,1-a>quinoline, and pyrazolo<5,1-a>isoquinoline) along with the corresponding 1-nitropyrrolopyridines and 1-nitropyrazolopyridines, respectively, in moderate yields.