4.6 Article

Atom-efficient synthesis of 2,4,6-trisubstituted 1,3,5-triazines via Fe-catalyzed cyclization of aldehydes with NH4I as the sole nitrogen source

Journal

RSC ADVANCES
Volume 10, Issue 37, Pages 22230-22233

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d0ra03323e

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Funding

  1. National Natural Science Foundation of China [21372068, 21572049]
  2. Science and Technology Program of Changsha, China [kq1907114]

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An atom-efficient, straightforward method for the synthesis of 2,4,6-triaryl-1,3,5-triazinesviairon-catalyzed cyclization of aldehydes with NH4I as the sole nitrogen source is demonstrated. This strategy works smoothly under air atmosphere, and affords symmetrical 2,4,6-trisubstituted and unsymmetrical 1,3,5-triazines with yields from 18% to 72%. Compared to other methods, the present protocol provides a straightforward and atom-efficient approach to 2,4,6-trisubstituted 1,3,5-triazines using an inexpensive, easily available ammonium salt as the sole nitrogen source. Research into the preliminary mechanism indicates thatN-benzylidenebenzimidamides are involved in this cyclization reaction.

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