4.5 Article

Solvent-Free Tandem Synthesis of 2-Thiazolines and 2-Oxazolines Catalyzed by a Copper Catalyst

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2012, Issue 8, Pages 1626-1632

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201101786

Keywords

Heterocycles; Copper; Nitriles; Tandem reactions

Funding

  1. National Natural Science Foundation of China [20972124, 21103137]
  2. China Postdoctoral Science Foundation [20110491677]
  3. Xi'an City Science and Technology Project [CXY1123(1)]
  4. Chinese National Innovation Experiment Program for University Students [20101069702]

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Tandem reactions of nitriles with 2-aminoethanethiol hydrochloride or amino alcohols in the presence of a catalytic amount of cupric methacrylate ((Cu2L4)-L-II, L = methacrylate) were employed to prepare 2-thiazolines and 2-oxazolines under mild reaction conditions. The synthetic procedure showed high selectivity for the synthesis of mono- and bis-thiazolines and oxazolines, and a variety of 2-thiazolines and 2-oxazolines was obtained in good to excellent yields.

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