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Jaeyoung Ban

Speaker for catalysis conference 2017 - Jaeyoung Ban

Title: Copper(I)-catalyzed synthesis of 1,2,3-Triazoles from azidoformates, electron-deficient azides

Jaeyoung Ban

Hanyang university, Republic of Korea

Biography

She was received the Bachelor’s degree in Applied Chemistry from Hanyang University in 2016. Now, she is studying organometallic chemistry for Master’s degree in the group of prof. Hakjune Rhee at Hanyang University. Her interest is the development of organic synthesis using various metal catalysts.

Abstract

Since the copper-catalyzed azide-alkyne cycloaddition (CuAAC) reaction was discovered, which is one of the classical click reactions, a various range of the 1,2,3-Triazole synthesis has been extensively developed. In case of formation of 1,2,3-triazole with electron-deficient azides such as N-sulfonyl , carbonyl, and cabamoyl, only a few system have been reported. We have first found the formation of regioselective 1,4-disubstituted 1,2,3-triazoles from terminal alkynes and azidoformates, which are electron-deficient azide groups,  using commercialized [(CH3CN)4Cu]PF6 copper catalyst with mild condition. This methodology can be applied to the synthesis of various bioactive triazole derivatives with other electron-deficient groups.

Audience Takeaway:

  • From this presentation, the audience can understand the [3+2] cycloaddition with azides using copper catalysts.
  • They can learn the reaction tendency of CuAAC with electron-deficient azides such as N-sulfonyl , carbonyl, and cabamoyl azide.
  • They can see the results having the different reactivity according to electron-donating or withdrawing groups.