Facile Synthesis of Tricyclic 1,2,4-Oxadiazolines-Fused Tetrahydro-Isoquinolines from Oxime Chlorides with 3,4-Dihydroisoquinoline Imines |
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| Authors: | Kaikai Wang Yanli Li Wei Zhang Rongxiang Chen Xueji Ma Mingyue Wang Nan Zhou |
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| Affiliation: | 1.School of Pharmacy, Xinxiang University, Xinxiang 453000, China; (K.W.); (W.Z.); (M.W.); (N.Z.);2.Key Laboratory of Nano-Carbon Modified Film Technology Engineering of Henan Province, Xinxiang 453000, China;3.Medical College, Xinxiang University, Xinxiang 453000, China; |
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| Abstract: | ![]()
A mild and efficient strategy for the synthesis of tricyclic 1,2,4-oxadiazolines-fused tetrahydro-isoquinolines derivatives via [3 + 2] cycloaddition reaction is reported. The reactions provided the functionalized tricyclic 1,2,4-oxadiazolines in high yields (up to 96%). This protocol is simple and easy to handle. Moreover, a gram-scale experiment further highlights the synthetic utility. The chemical structure of the product was determined by X-ray single-crystal structure analysis. A possible mechanism for this transformation is proposed to explain the reaction process. |
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| Keywords: | 1,2,4-oxadiazolines oxime chlorides cycloaddition cyclic imines |
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