A convenient synthesis of 2-substituted indoles by the reaction of 2-(chloromethyl)phenyl isocyanides with organolithiums |
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| Authors: | Kazuhiro Kobayashi Daisuke Iitsuka Shuhei Fukamachi Hisatoshi Konishi |
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| Affiliation: | Division of Applied Chemistry, Department of Chemistry and Biotechnology, Graduate School of Engineering, Tottori University, 4-101 Koyama-minami, Tottori 680-8552, Japan |
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| Abstract: | The reaction of 2-(chloromethyl)phenyl isocyanides, readily available by dehydration of the respective N-[2-(chloromethyl)phenyl]formamides, with organolithiums produced 2-substituted indoles in satisfactory yields through addition of organolithiums to the isocyano carbon followed by intramolecular substitution reaction of the resulting imidoyl anion intermediates. |
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| Keywords: | Indoles Isocyanides Organolithiums Intramolecular substitution Imidoyl anion |
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