دورية أكاديمية
Allylic Acetals as Acrolein Oxonium Precursors in Tandem C−H Allylation and [3+2] Dipolar Cycloaddition.
| العنوان: | Allylic Acetals as Acrolein Oxonium Precursors in Tandem C−H Allylation and [3+2] Dipolar Cycloaddition. |
|---|---|
| المؤلفون: | Lee, Heeyoung, Kang, Dahye, Han, Sang Hoon, Chun, Rina, Pandey, Ashok Kumar, Mishra, Neeraj Kumar, Hong, Sungwoo, Kim, In Su |
| المصدر: | Angewandte Chemie International Edition; Jul2019, Vol. 58 Issue 28, p9470-9474, 5p |
| مصطلحات موضوعية: | ALLYLATION, RING formation (Chemistry), ACETAL resins, ACROLEIN, RUTHENIUM catalysts, IMINES |
| مستخلص: | The ruthenium(II)‐catalyzed C−H functionalization of (hetero)aryl azomethine imines with allylic acetals is described. The initial formation of allylidene(methyl)oxoniums from allylic acetals could trigger C(sp2)−H allylation, and subsequent endo‐type [3+2] dipolar cycloaddition of polar azomethine fragments to deliver valuable indenopyrazolopyrazolones. The utility of this method is showcased by the late‐stage functionalization of bioactive molecules such as estrone and celecoxib. Combined experimental and computational investigations elucidate a plausible mechanism of this new tandem reaction. Notably, the reductive transformation of synthesized compounds into biologically relevant diazocine frameworks highlights the importance of the developed methodology. [ABSTRACT FROM AUTHOR] |
| Copyright of Angewandte Chemie International Edition is the property of Wiley-Blackwell and its content may not be copied or emailed to multiple sites or posted to a listserv without the copyright holder's express written permission. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract. (Copyright applies to all Abstracts.) | |
| قاعدة البيانات: | Complementary Index |
Full Text Finder كن أول من يترك تعليقا!