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Title Reaction of benzoyl chlorides with Huisgen’s zwitterion: synthesis of functionalized 2,5-dihydro-1H-pyrroles and tetrasubstituted furans
Type JournalPaper
Keywords Electron-deficient acetylenes Aminofurans 2,5-Dihydro-1H-pyrrole Benzoyl chloride Isocyanides
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.
Researchers Anvar mirzaei (Fourth Researcher), Loghman Moradi (Third Researcher), Ako mokhtarporyani sanandaj (Second Researcher), yavari Issa (First Researcher)