Synthesis of naphthalenes through three-component coupling of alkynes, Fischer carbene complexes, and benzaldehyde hydrazones via isoindole intermediates |
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| Authors: | Duan Shaofeng Sinha-Mahapatra Dilip K Herndon James W |
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| Institution: | Department of Chemistry & Biochemistry, New Mexico State University, MSC 3C, Las Cruces, NM 88003-8001, USA. |
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| Abstract: | The synthesis of naphthalene derivatives through three-component coupling of 2-alkynylbenzaldehyde hydrazones with carbene complexes and electron-deficient alkynes has been examined. The reaction involves formation of an isoindole derivative, followed by intramolecular Diels-Alder reaction, followed by nitrene extrusion. The reaction was highly regioselective using unsymmetrical alkynes. |
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