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On Radical Reactions of 1-Bromotricyclo[4.1.0.0 2,7 ]heptane with Phenylethynyl Sulfones
Russian Journal of Organic Chemistry ( IF 0.8 ) Pub Date : 2020-06-26 , DOI: 10.1134/s1070428020050036 S. G. Kostryukov , Yu. Yu. Masterova
中文翻译:
1-溴三环[4.1.0.0 2,7]庚烷与苯乙炔基砜的自由基反应
更新日期:2020-06-26
Russian Journal of Organic Chemistry ( IF 0.8 ) Pub Date : 2020-06-26 , DOI: 10.1134/s1070428020050036 S. G. Kostryukov , Yu. Yu. Masterova
Abstract
Phenylethynyl sulfones of the general formula RSO2C≡CPh (R = p-Tol, Ph, CH3) undergo a photochemically induced anti-stereoselective addition to the central C1–C7 bond of 1-bromotricyclo[4.1.0.02,7]heptane to form monoadducts of the bicyclo[3.1.1]heptane (norpinic) series containing a syn-sulfonyl group in position 7 and a phenylethynyl moiety on C6. Treatment of the synthesized adducts with potassium tert-butylate in THF leads to 1,3-dehydrobromination to give sulfonyl-substituted 1-(phenylethynyl)tricyclo[4.1.0.02,7]heptanes.中文翻译:
1-溴三环[4.1.0.0 2,7]庚烷与苯乙炔基砜的自由基反应