Rh(III)-catalyzed C-H activation of primary benzamides and tandem cyclization with cyclic 2-diazo-1,3-diketones for the synthesis of isocoumarins |
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Authors: | Xinwei He Guang Han Youpeng Zuo Yongjia Shang |
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Institution: | Key Laboratory of Functional Molecular Solids, Ministry of Education, Anhui Laboratory of Molecule-Based Materials (State Key Laboratory Cultivation Base), College of Chemistry and Materials Science, Anhui Normal University, Wuhu, 241000, PR China |
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Abstract: | A simple and efficient Rh(III)-catalyzed C-H activation and tandem intramolecular cyclization for the synthesis of isocoumarins has been developed. The protocol uses easily available primary benzamides and cyclic 2-diazo-1,3-diketones as starting materials. This reaction proceeds via C-C and C-O bond formation in a single reaction vessel, and the corresponding isocoumarins were obtained in moderate to excellent yields (58%–97%). The well established protocol showed high functional group tolerance, which provided an efficient and alternative route to isocoumarin backbone. |
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Keywords: | 2-Diazo-1 3-diketones Benzamides C-H activation Cyclization Isocoumarins |
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