A novel method for synthesizing condensed (hi)indolizines.

Noguchi, Michihiko; Kan, Hiroshi; Kajigaeshi, Shoji

doi:10.1248/cpb.31.3342

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3 Ylides From Pyridines and Pyrazines1

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“…One of the first groups to use this reagent for intramolecular cycloaddition was that of Noguchi and co-workers. , The 3-substituted pyridine 485a was treated with TCNEO to form the dicyanomethylide salt 486a , which underwent thermolysis in toluene to provide the indolizine 487a in excellent yield. The methyl group on the nitrogen atom present in the tether could also be substituted with other groups (e.g., SO 2 CH 3 , CH 2 Ph) to give other indolizines in excellent yields.…”

Section: 3 Ylides From Pyridines and Pyrazinesmentioning

confidence: 99%