Dual Oxidation State Tandem Catalysis in the Palladium-Catalyzed Isomerization of Alkynyl Epoxides to Furans

被引:21
作者
Arroniz, Carlos [1 ]
Chaubet, Guilhem [1 ]
Anderson, Edward A. [1 ]
机构
[1] Chem Res Lab, 12 Mansfield Rd, Oxford OX1 3TA, England
基金
英国工程与自然科学研究理事会;
关键词
Tandem catalysis; oxidation state; palladium; cyclization; oxygen heterocycles; SEQUENTIAL HOMOBIMETALLIC CATALYSIS; EFFICIENT SYNTHESIS; ONE-POT; PROPARGYLIC CARBONATES; COUPLING REACTIONS; CASCADE REACTIONS; RELAY CATALYSIS; CYCLIZATION; HETEROCYCLES; BENZOFURANS;
D O I
10.1021/acscatal.8b02248
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
A two-catalyst system consisting of different oxidation states of palladium is described, which mediates the isomerization of alkynyl epoxides to furans. In a process termed "dual oxidation state tandem catalysis", a multistep isomerization pathway is delineated in which the different metal oxidation states and ligands play independent mechanistic roles, but which, in combination, enable the use of milder reaction conditions and lower catalyst loadings than a single catalyst in isolation. In the present context, this rare example of a homobimetallic catalytic transformation provides a mild, scalable, and atom-efficient route for furan synthesis.
引用
收藏
页码:8290 / 8295
页数:11
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