Bromide-Mediated C–H Bond Functionalization: Intermolecular Annulation of Phenylethanone Derivatives with Alkynes for the Synthesis of 1-Naphthols
| Autor: | Liu Kuang, Ya-Ting Jiang, Feng-Ping Ma, Yu-Xuan Wang, Tao Lu, Zi-Jing Tang, Bin Wang |
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| Rok vydání: | 2017 |
| Předmět: |
Annulation
Bromine 010405 organic chemistry Organic Chemistry Intermolecular force chemistry.chemical_element Halogenation Regioselectivity 010402 general chemistry 01 natural sciences Biochemistry Combinatorial chemistry 0104 chemical sciences Catalysis chemistry.chemical_compound chemistry Bromide Yield (chemistry) Organic chemistry Physical and Theoretical Chemistry |
| Zdroj: | Organic Letters. 19:6344-6347 |
| ISSN: | 1523-7052 1523-7060 |
| DOI: | 10.1021/acs.orglett.7b03186 |
| Popis: | Bromide-mediated intermolecular annulation of phenylethanone derivatives with alkynes has been developed, which allows for the regioselective formation of polysubstituted 1-naphthols. The usage of readily available bromine catalyst, broad substrate scope, and mild conditions make this protocol very practical. Mechanistic investigations reveal that the bromination of phenylethanone derivatives occurs to yield bromo-substituted intermediates, which react in situ with alkynes to furnish the desired 1-naphthols. |
| Databáze: | OpenAIRE |
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