Abstract
Herein, an effective and facile synthesis of 3-(pyrazol-1-yl) succinimides is first presented through silver-catalyzed aza-Michael addition of pyrazoles to maleimides. In the presence of 5 mol% of Ag2CO3, various pyrazoles smoothly reacted with maleimides in dichloroethane at 100 °C, to generate 3-(pyrazol-1-yl) succinimides in excellent yields. Notably, 3-substituted asymmetric pyrazoles exclusively give 3-pyrazolyl succinimides in excellent yields possibly due to the steric bulk of the 3-substituent excluding the formation of addition products of N 2. The method can also extend to gram scale.
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