[1,3]-Dipolar cycloaddition of N-aryl sydnones to benzothiophene 1,1-dioxide, 1-cyclopropylprop-2-yn-1-ol and 1-(prop-2-ynyl)-1H-indole |
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| Authors: | Yaşar Dürüst Akın Sağırlı Benson M Kariuki David W Knight |
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| Institution: | 1. Department of Chemistry, Abant ?zzet Baysal University, TR-14280 Bolu, Turkey;2. School of Chemistry, Cardiff University, Main College, Park Place, Cardiff CF10 3AT, UK |
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| Abstract: | 1,3]-Dipolar cycloadditions of N-aryl sydnones to benzothiophene 1,1-dioxide, 1-cyclopropylprop-2-yn-1-ol and 1-(prop-2-ynyl)indole gave fused pyrazole derivatives when carried out in refluxing toluene. While the first two dipolarophiles gave single regioisomers, this indolic derivative gave mixtures, the ratios of which appeared to be controlled by the phenyl substituents. Their structures were identified in the usual manner, supported by single crystal X-ray diffraction measurements. |
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| Keywords: | Cycloaddition Pyrazole Sydnone Alkyne Benzothiophene Propynyl alcohol |
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