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[3+2]环加成反应:甲苯磺酰甲基异氰酸酯与苯乙烯基异恶唑的反应——方便地合成多取代 3-(异恶唑-5-基)吡咯。

[3+2] Cycloaddition of Tosylmethyl Isocyanide with Styrylisoxazoles: Facile Access to Polysubstituted 3-(Isoxazol-5-yl)pyrroles.

机构信息

College of Chemistry, Jilin University, Changchun 130012, China.

College of Chemistry, Chemical Engineering and Materials Science, Key Laboratory of Molecular and Nano Probes, Ministry of Education, Shandong Normal University, Jinan 250014, China.

出版信息

Molecules. 2017 Jul 7;22(7):1131. doi: 10.3390/molecules22071131.

Abstract

A facile access to polysubstituted 3-(isoxazol-5-yl)pyrroles was developed through [3+2] cycloaddition of tosylmethyl isocyanide (TosMIC) and styrylisoxazoles. In the presence of KOH, various styrylisoxazoles reacted smoothly with tosylmethyl isocyanide and analogs to deliver a wide range of 3-(isoxazol-5-yl)pyrroles at ambient temperature. This transformation is operationally simple, high-yielding, and displays broad substrate scope.

摘要

通过 tosylmethyl 异氰酸酯(TosMIC)和苯乙烯基异恶唑的[3+2]环加成反应,开发了一种简便的方法来合成多取代的 3-(异恶唑-5-基)吡咯。在 KOH 的存在下,各种苯乙烯基异恶唑与 tosylmethyl 异氰酸酯及其类似物反应,在室温下得到广泛的 3-(异恶唑-5-基)吡咯。该转化操作简单,产率高,具有广泛的底物范围。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3c87/6152356/f96d98d586d6/molecules-22-01131-g001.jpg

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