Tetra-substituted furans by a gold-catalysed tandem C(sp3)–H alkynylation/oxy-alkynylation reaction

文献情報

出版日 2021-10-05

DOI 10.1039/D1QO01401C

インパクトファクター 5.281

著者

Chunyu Han, Xianhai Tian, Lina Song, Yaowen Liu

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要旨

A gold-catalysed cascade C(sp3)–H alkynylation/oxy-alkynylation of acceptor-substituted carbonyl compounds with hypervalent iodine(III) reagents for the synthesis of tetra-substituted furans is described. This reaction involves two Au(I)/Au(III) catalytic cycles and proceeds through a C(sp3)–H alkynylation of a substituted ketone and a subsequent oxy-alkynylation of the generated 2-alkynyl ketone. This mild and simple method can tolerate a wide range of functionalities, offering distinct advantages over previous methods using PIDA as the external oxidant. Furthermore, a gram-scale synthesis is feasible and the synthesized furan product was readily transformed into other related compounds.

掲載誌

Organic Chemistry Frontiers

CiteScore: 7.8

自己引用率: 8.7%

年間論文数: 724

Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry

Tetra-substituted furans by a gold-catalysed tandem C(sp3)–H alkynylation/oxy-alkynylation reaction

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