Domino Reaction of 2,4-Diyn-1-ols with 1,3-Dicarbonyl Compounds: Direct Access to Aryl/Heteroaryl-Fused Benzofurans and Indoles
| Autor: | René Grée, Chada Raji Reddy, Muppidi Subbarao, Mounika Aila, Kamalkishor Warudikar |
|---|---|
| Přispěvatelé: | CSIR Indian Institute of Chemical Technology (IICT), Institut des Sciences Chimiques de Rennes (ISCR), Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie du CNRS (INC)-Université de Rennes 1 (UR1), Université de Rennes (UNIV-RENNES)-Université de Rennes (UNIV-RENNES)-Ecole Nationale Supérieure de Chimie de Rennes (ENSCR)-Institut National des Sciences Appliquées - Rennes (INSA Rennes), Institut National des Sciences Appliquées (INSA)-Université de Rennes (UNIV-RENNES)-Institut National des Sciences Appliquées (INSA), Université de Rennes (UR)-Institut National des Sciences Appliquées - Rennes (INSA Rennes), Institut National des Sciences Appliquées (INSA)-Institut National des Sciences Appliquées (INSA)-Ecole Nationale Supérieure de Chimie de Rennes (ENSCR)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Council of Scientific and Industrial Research, Centre National de la Recherche Scientifique, Universit?? de Rennes 1 |
| Jazyk: | angličtina |
| Rok vydání: | 2021 |
| Předmět: |
010405 organic chemistry
Aryl Organic Chemistry Single step 010402 general chemistry 01 natural sciences Biochemistry Combinatorial chemistry Domino 0104 chemical sciences chemistry.chemical_compound chemistry Cascade reaction Intramolecular force [CHIM]Chemical Sciences Physical and Theoretical Chemistry |
| Zdroj: | Organic Letters Organic Letters, 2021, 23 (12), pp.4882-4887. ⟨10.1021/acs.orglett.1c01615⟩ |
| ISSN: | 1523-7052 1523-7060 |
| DOI: | 10.1021/acs.orglett.1c01615⟩ |
| Popis: | International audience; A domino propargylation/furanylation (intramolecular exo-dig-cyclization)/benzannulation reaction of 2,4-diyn-1-ols with 1,3-dicarbonyl compounds has been developed for the first time. This provides a novel and effective method for the preparation of aryl/heteroaryl-fused benzofurans from easily accessible starting materials in a single step. The methodology was extended to pyrrolyl-benzannulation to obtain aryl/heteroaryl-fused indoles. Further, application of this approach in the synthesis of eustifoline D and dictyodendrin structural frameworks has been demonstrated. |
| Databáze: | OpenAIRE |
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