التفاصيل البيبلوغرافية
| العنوان: |
Visible-light-driven copper-catalyzed aerobic oxidative cascade cyclization of N-tosylhydrazones and terminal alkynes: regioselective synthesis of 3-arylcoumarins. |
| المؤلفون: |
Ragupathi, Ayyakkannu, Sagadevan, Arunachalam, Charpe, Vaibhav Pramod, Lin, Chun-Cheng, Hwu, Jih-Ru, Hwang, Kuo Chu |
| المصدر: |
Chemical Communications; 5/7/2019, Vol. 55 Issue 35, p5151-5154, 4p |
| مصطلحات موضوعية: |
ALKYNE synthesis, HORSERADISH peroxidase, BIOACTIVE compounds, MONOAMINE oxidase |
| مستخلص: |
We present the first example of sustainable, intuitive, highly regioselective, visible-light-driven copper catalyzed aerobic oxidative cascade cyclization of N-tosylhydrazones with terminal alkynes for the preparation of 3-arylcoumarins at room temperature. This operationally simple methodology has been successfully applied to a wide range of N-tosylhydrazones and alkynes (49 examples), and proceeds well to afford biologically active compounds, such as monoamine oxidase B (MAO-B) inhibitor and horseradish peroxidase (HRP) inhibitor, in satisfactory yields under mild conditions. Furthermore, mechanistic studies suggest that the reaction proceeds via a copper(ii)-superoxo or -peroxo complex mediated oxidative annulation of terminal alkynes, as evidenced by 18O2 isotopic-labelling experiments. [ABSTRACT FROM AUTHOR] |
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| قاعدة البيانات: |
Complementary Index |
