Reactions of 1,5-π-cyclization of gem-difluoro-substituted azomethine ylides involving an aromatic ring |
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| Authors: | I V Voznyi M S Novikov A F Khlebnikov R R Kostikov |
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| Institution: | (1) St. Petersburg State University, St. Petersburg, 198504, Russia |
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| Abstract: | Reactions of N-(5-R-furan-2-ylmethylidene)anilines with difluorocarbene proceeds through intermediate azomethine ylides suffering 1,5-π-cyclization to yield 6,6-difluorocyclopropab]furo2,3-c]pyrrole and/or 4,4,6,6-tetrafluorocyclopropab]furo2,3-c]pyrrole. The heating of these compounds without solvent resulted in high yields of 2,5-disubstituted 7-fluoro-4,5-dihydrofuro3,2-c]pyridin-4(5H)-ones. |
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