Alkylation of 1,3-dicarbonyl compounds with benzylic and propargylic alcohols using Ir-Sn bimetallic catalyst: synthesis of fully decorated furans and pyrroles |
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| Authors: | Paresh Nath ChatterjeeSujit Roy |
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| Affiliation: | a Organometallics and Catalysis Laboratory, Chemistry Department, Indian Institute of Technology, Kharagpur 721302, India
b School of Basic Science, Indian Institute of Technology, Bhubaneswar 751013, India |
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| Abstract: | The heterobimetallic complex [Ir(COD)(SnCl3)Cl(μ-Cl)]2 catalyzes the direct substitution of hydroxyl groups in benzylic and propargylic alcohols by 1,3-dicarbonyl moiety. In 4-hydroxycoumarin, benzylation and propargylation occurs at the 3-position. Selective propargylation or allenylation takes place depending on the nature of propargylic alcohol. By applying the methodology, multi-substituted furans and pyrroles have been synthesized in good yields. |
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| Keywords: | Bimetallic catalysis Benzylation Propargylation Allenylation 1,3-Dicarbonyl compound Furan Pyrrole Iridium Tin |
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