4.7 Article

Transition Metal-Free α-C(sp3)-H Bond Functionalization of Amines by Oxidative Cross Dehydrogenative Coupling Reaction: Simple and Direct Access to C-4-Alkylated 3,4-Dihydroquinazoline Derivatives

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 354, Issue 16, Pages 2985-2991

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201200679

Keywords

C-C bond formation; 3,4-dihydroquinazolines; homogenous catalysis; oxidative coupling; peroxides; potassium iodide

Funding

  1. Council of Scientific and Industrial Research (CSIR)
  2. University Grants Commission (UGC)

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A transition metal-free catalytic system has been developed for the cross dehydrogenative coupling of amines with nitroalkanes under mild condition employing potassium iodide/tert-butyl hydrogen peroxide catalytic system. This methodology was further extended for the construction of biologically important N-heterocycles, namely, 3,4-dihydroquinazoline derivatives. This novel strategy provides a simple, efficient, and direct access to 4-alkyl-3,4-dihydroquinazoline derivatives.

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