4.6 Article

Facile Synthesis of Indolizines via 1,3-Dipolar Cycloadditions in [Omim]Br: The Promotion of the Reaction through Noncovalent Interactions

Journal

ACS SUSTAINABLE CHEMISTRY & ENGINEERING
Volume 5, Issue 10, Pages 9279-9285

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acssuschemeng.7b02241

Keywords

Indolizine; 1,3-Dipolar cycloaddition; [Omim]Br; Noncovalent interactions; Pyridinium ylides

Funding

  1. Natural Science Foundation of China [21402093]
  2. Chinese Postdoctoral Science Foundation [2016T90465, 2015M571761]
  3. Priority Academic Program development of Jiangsu Higher Education Institution
  4. [BK20140776]

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Various indolizines are synthesized through one-pot, twostep 1,3-dipolar cycloadditions in recyclable [Omim]Br with high yields and a broad substrate scope. The promotion of noncovalent interactions between ionic liquids and substrates or intermediates on the reaction is discovered on the basis of the results of control and NMR experiments. Moreover, the 3-arylindolizines can also be prepared from low-activity arylmethylpyridinium ylides in the protocol.

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