Chemoselective reduction of a lactam carbonyl group in the presence of a gem-dicarboxylate by sodium borohydride and iodine: a facile entry to N-aryl trisubstituted pyrroles |
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| Authors: | Pranab HaldarJayanta K Ray |
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| Affiliation: | Department of Chemistry, Indian Institute of Technology, Kharagpur 721302, India |
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| Abstract: | Several N-aryl γ-lactam gem dicarboxylates were chemoselectively reduced to cyclic amine diesters by using sodium borohydride-iodine system. The reduction in all cases was completed within 2.5 h after refluxing in THF. The cyclic amine products were isolated after aqueous (acidic) workup in good yields. Hydrolytic decarboxylation followed by dehydrogenation produced N-aryl carboethoxy pyrroles. |
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| Keywords: | chemoselective lactam reduction pyrrole |
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