4.7 Article

Iron(II)-Promoted Synthesis of 2-Aminothiazoles via C-N Bond Formation from Vinyl Azides and Potassium Thiocyanate

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 357, Issue 5, Pages 1065-1069

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201400856

Keywords

2-aminothiazoles; azides; green chemistry; homogeneous catalysis; iron

Funding

  1. Science Technology Department of Zhejiang Province [2012C33065]
  2. Education Department of Zhejiang Province [Y201223193]
  3. National Science Foundation of China [81072516]
  4. Program for Zhejiang Leading Team of ST Innovation [2011R50014]

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A simple protocol to prepare the privileged 2-aminothiazoles promoted by ferrous sulfate heptahydrate via C-N bond formation from vinyl azides and commercially available potassium thiocyanate has been developed. A wide range of vinyl azides are tolerated to afford the expected polysubstituted 2-aminothiazoles in reasonably good yields. The use of the non-toxic substrates and catalyst renders the reaction more environmentally friendly than traditional approaches.

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