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

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

1
College of Chemistry, Jilin University, Changchun 130012, China
2
College of Chemistry, Chemical Engineering and Materials Science, Key Laboratory of Molecular and Nano Probes, Ministry of Education, Shandong Normal University, Jinan 250014, China
*
Author to whom correspondence should be addressed.
Received: 16 June 2017 / Accepted: 3 July 2017 / Published: 7 July 2017
(This article belongs to the Special Issue Isocyanide)
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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. View Full-Text
Keywords: isoxazol-5-ylpyrroles; [3+2]cycloaddition; TosMIC; 3-methyl-4-nitro-5-styrylisoxazoles isoxazol-5-ylpyrroles; [3+2]cycloaddition; TosMIC; 3-methyl-4-nitro-5-styrylisoxazoles
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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Zhang, X.; Xu, X.; Zhang, D. [3+2] Cycloaddition of Tosylmethyl Isocyanide with Styrylisoxazoles: Facile Access to Polysubstituted 3-(Isoxazol-5-yl)pyrroles. Molecules 2017, 22, 1131.

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