4.0 Article

Meglumine: A Novel and Efficient Catalyst for One-Pot, Three-Component Combinatorial Synthesis of Functionalized 2-Amino-4H-pyrans

Journal

ACS COMBINATORIAL SCIENCE
Volume 15, Issue 11, Pages 557-563

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/co400107j

Keywords

one-pot synthesis; three-component reaction; functionalized 2-amino-4H-pyrans; meglumine

Funding

  1. National Natural Science Foundation of China [20872025, 21272053]
  2. Nature Science Foundation of Hebei Province [B2011205031]
  3. Training Programs of Innovation and Entrepreneurship for Undergraduates of Hebei Province [201310094021]

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An efficient one-pot synthesis of functionalized 2-amino-4H-pyrans by a meglumine-catalyzed three-component reaction has been developed. A broad range of substrates including aromatic and heteroaromatic aldehydes, isatin derivatives, and acenaphthenequinone are condensed with enolizable C-H activated compounds and alkylmalonates to give the desired products in high to excellent yields. This methodology provides an alternative approach for rapid access to construct a diversity-oriented library of 4H-pyrans.

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