Bibliographic Details
| Title: |
Impact of Functional Groups on the Copper-Initiated N-Arylation of 5-Functionalized Pyrrolidin-2-ones and Their Vinylogues. |
| Authors: |
Baudelet, Davy1,2,3, Daïch, Adam4 adam.daich@univ-lehavre.fr, Rigo, Benoît1,2, Lipka, Emmanuelle1,3, Gautret, Philippe1,2, Homerin, Germain1,2, Claverie, Christelle2, Rousseau, Jolanta2, Abuhaie, Cristina-Maria1,2,5, Ghinet, Alina1,2,5 |
| Source: |
Synthesis. 2016, Vol. 48 Issue 14, p2226-2244. 19p. |
| Subjects: |
Arylation, Pyrrolidinones, Copper catalysts, Halides, Aryl group |
| Abstract: |
The electronic effects governing the N-arylation of pyrroli-done were investigated. The generalization of our preliminary findings on a copper(I)-catalyzed Csp²-N coupling process was first improved with a wide variety of aryl and heteroaryl halides and methyl pyroglutamate. The optimized protocol was further extended to pyrrolidin-2-ones substituted at the C5-position with an aryl group bearing an electron-donating or electron-withdrawing group as well as to some of their substituted enaminoester vinylogues. The impact of substituents at the N- and C5-position on these coupling processes seemed to be pivotal for determining both the reaction profiles and yields. [ABSTRACT FROM AUTHOR] |
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| Database: |
Engineering Source |
