Regioselective quadruple domino aldolization/aldol condensation/Michael/SNAr-cyclization: construction of hexacyclic indeno-fused C-nor-D-homo-steroid frameworks |
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| Authors: | Tanmoy Chanda Sushobhan Chowdhury B Janaki Ramulu Suvajit Koley Raymond CF Jones Maya Shankar Singh |
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| Institution: | 1. Department of Chemistry, Faculty of Science, Banaras Hindu University, Varanasi 221005, India;2. Department of Chemistry, Loughborough University, Loughborough, Leicestershire LE11 3TU, UK |
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| Abstract: | An operationally simple and highly atom-economic anionic quadruple domino reaction sequence for the synthesis of hexacyclic indeno-fused naphthalene/quinoline molecules having structural resemblance with the C-nor-D-homo-steroid nucleus has been developed. Promoter and solvent specificity, regioselectivity and mechanistic details were experimentally established. Catalyst concentration and solvent dependent switching of domino steps creating four new C–C bonds are discussed. |
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| Keywords: | Anionic quadruple domino reaction Regioselective ortho-Aroylacetophenone Indeno-fused naphthalene Indeno-fused quinoline |
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