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Synthesis of highly substituted tetrahydroquinolines using ethyl cyanoacetate via aza-Michael–Michael addition
RSC Advances ( IF 3.9 ) Pub Date : 2020-4-3 , DOI: 10.1039/d0ra01264e
Arunan Palanimuthu, Chinpiao Chen, Gene-Hsian Lee

A three-component cascade reaction involving 2-alkenyl aniline, aldehydes, and ethyl cyanoacetate in the presence of DBU to synthesize highly substituted 1,2,3,4-tetrahydroquinolines is reported. The reaction proceeded through the Knoevenagel condensation of ethyl cyanoacetate with aldehydes followed by the aza-Michael–Michael addition with 2-alkenyl anilines to prepare the tetrahydroquinoline scaffolds.

中文翻译:

使用氰乙酸乙酯通过氮杂-迈克尔-迈克尔加成合成高度取代的四氢喹啉

据报道,在 DBU 存在下,涉及 2-烯基苯胺、醛和氰基乙酸乙酯的三组分级联反应合成了高度取代的 1,2,3,4-四氢喹啉。该反应通过氰基乙酸乙酯与醛的 Knoevenagel 缩合进行,然后与 2-烯基苯胺进行氮杂-迈克尔-迈克尔加成,制备四氢喹啉支架。
更新日期:2020-04-03
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