Reaction of benzoyl chlorides with Huisgen's zwitterion: synthesis of functionalized 2,5-dihydro-1H-pyrroles and tetrasubstituted furans |
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| Authors: | Issa Yavari Ako Mokhtarporyani-Sanandaj Loghman Moradi Anvar Mirzaei |
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| Institution: | Chemistry Department, Tarbiat Modares University, PO Box 14115-175, Tehran, Iran |
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| Abstract: | The 1:1 intermediate generated by the addition of alkyl(aryl) isocyanides to dimethyl acetylenedicarboxylate is trapped by benzoyl chloride to yield functionalized 2,5-dihydro-1H-pyrroles. The presence of electron-withdrawing groups at the para position of benzoyl chloride leads to tetrasubstituted furans. The structures of these products were confirmed by single-crystal X-ray diffraction studies. |
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| Keywords: | Electron-deficient acetylenes Aminofurans 2 5-Dihydro-1H-pyrrole Benzoyl chloride Isocyanides |
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