Laboratoire de Synthèse Organique Appliquée, Faculté des Sciences, Université d'Oran, BP 1524 El M'Naouer, 31000 Oran, Algeria.
Org Biomol Chem. 2012 Nov 14;10(42):8434-44. doi: 10.1039/c2ob26442k. Epub 2012 Sep 25.
The [3 + 2] cycloaddition reaction between carbonyl ylides generated from epoxides and alkynes (phenylacetylene, methyl propiolate, methyl but-2-ynoate and methyl 3-phenylpropiolate) to give substituted 2,5-dihydrofurans was investigated. The effect of indium(III) chloride on the outcome of the reaction was studied in the case of phenylacetylene and methyl propiolate. The thermal reaction between the carbonyl ylide coming from 2,2-dicyano-3-phenyloxirane and both methyl propiolate and methyl but-2-ynoate was theoretically investigated using DFT methods in order to explain the reactivity and regioselectivity observed.
环氧乙烷和炔烃（苯乙炔、丙炔酸甲酯、丁酸甲酯和 3-苯丙炔酸甲酯）生成的羰基叶立德之间的[3+2]环加成反应生成取代的 2,5-二氢呋喃。研究了三氯化铟（III）对苯乙炔和丙炔酸甲酯反应的影响。使用 DFT 方法对 2,2-二氰基-3-苯环氧乙烷生成的羰基叶立德与丙炔酸甲酯和丁酸甲酯之间的热反应进行了理论研究，以解释观察到的反应性和区域选择性。
