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碘(III)催化的自由基[2+2+1]环加成反应用于无金属构建恶唑环。

Iodine(III)-Catalyzed Formal [2 + 2 + 1] Cycloaddition Reaction for Metal-Free Construction of Oxazoles.

机构信息

Division of Applied Chemistry, Institute of Engineering, Tokyo University of Agriculture and Technology , 2-24-16 Naka-cho, Koganei, Tokyo 184-8588, Japan , and.

Department of Chemistry and Biochemistry, University of Minnesota , Duluth, Minnesota 55812 United States.

出版信息

Org Lett. 2017 May 19;19(10):2506-2509. doi: 10.1021/acs.orglett.7b00742. Epub 2017 May 4.

Abstract

The iodine(III) catalyst, in situ generated from iodoarene as a precatalyst with m-CPBA and TfNH, promoted the metal-free [2 + 2 + 1] cycloaddition-type reactions of alkynes, nitriles, and oxygen atoms for the regioselective formations of 2,4-disubstituted and 2,4,5-trisubstituted oxazole. A first example of iodine catalysis for multicomponent reactions is represented.

摘要

碘(III)催化剂由碘代芳烃原位生成,作为前催化剂与 m-CPBA 和 TfNH 一起使用,促进了炔烃、腈和氧原子的无金属[2 + 2 + 1]环加成型反应,区域选择性地生成 2,4-二取代和 2,4,5-三取代恶唑。代表了碘催化多组分反应的第一个实例。

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