4.5 Article

Microwave-Assisted Cascade Cycloaddition for C-N Bond Formation: An Approach to the Construction of 1,4,5,6-Tetrahydropyrimidine and 2-Imidazoline Derivatives

Journal

SYNTHESIS-STUTTGART
Volume 45, Issue 18, Pages 2525-2532

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-0033-1339406

Keywords

catalysis; cycloaddition; nitrogen heterocycles; nitriles; synthesis

Funding

  1. National Natural Science Foundation of China [NSFC 20972124, 21272184, 21103137]
  2. Shaanxi Provincial Natural Science Fund Project [2012JQ2007]
  3. Shaanxi Science and Technology Coordination Innovation Engineering Project [2011K12-77]
  4. Special Science Research Foundation of Education Committee in Shaanxi Province [12JK0584]
  5. Chinese National Innovation Experiment Program for University Students [201210697011]

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An efficient strategy for the synthesis of various 1,4,5,6-tetrahydropyrimidine and 2-imidazoline derivatives has been reported. The reactions proceeded from nitriles with ethylenediamine or 1,3-diaminopropane via cascade cycloaddition in the presence of CuL2 (L=2-hydroxy-2-phenylacetate) to afford the corresponding 1,4,5,6-tetrahydropyrimidine or 2-imidazoline derivatives under reflux conditions or microwave irradiation in excellent yields.

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