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Catalytic and Diastereoselective Cascade Reaction for the Preparation of
Heterocycles ( IF 0.6 ) Pub Date : 2021-02-08 , DOI: 10.3987/com-21-14404
Tetsuya Tsujihara , Tomikazu Kawano , Takeyuki Suzuki

A convenient and catalytic method for the diastereoselective construction of cis-1,3-disubstituted isoindoline skeletons is described. In the presence of 7-methyl-1,5,7-triazabicyclo[4.4.0]dec-5-ene as a base catalyst and under mild conditions, the direct aminalization of N-protected imines bearing a Michael acceptor using the aniline derivatives and the subsequent intramolecular aza-Michael reaction proceeded successfully in a short reaction time. A series of cis-1,3-disubstituted isoindoline-aminal hybrid compounds are obtained in moderate to good yield (44%–93%) with complete diastereocontrol.

中文翻译:

催化和非对映选择性级联反应制备苯甲醛。

描述了一种方便的催化方法,用于非对映选择性地构建顺式-1,3-二取代的异吲哚啉骨架。在7-甲基-1,5,7-三氮杂双环[4.4.0]癸-5-烯作为基础催化剂的存在下,在温和条件下,使用苯胺衍生物将带有迈克尔受体N-保护的亚胺直接氨化。随后的分子内氮杂-迈克尔反应在较短的反应时间内成功进行。在完全非对映控制的情况下,以中等至良好的收率(44%–93%)获得了一系列顺式-1,3-二取代的异吲哚啉-氨基杂合化合物。
更新日期:2021-02-08
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