More

  • Home
  • Research
  • Publications
  • Cascade reactions for constructing heterocycles containing a pyrimidino-pyrazino-pyrimidine core using 1,2,4-triazole scaffolds

Formation of 10/12/14‐Membered Rings is Favored over 5/6/7‐Membered. An Unexpected Result from Oxazole Chemistry

Eur. J. Org. Chem. 2019, (30), 4962-4967

DOI: 10.1002/ejoc.201900914

Slobodyanyuk E.; Berezowska Y.; Solomin V.; Volochnyuk D.; Rozhenko A.; Ryabukhin S.; Grygorenko O.

Base‐promoted cyclization of N‐Boc‐ω‐(4‐(chloromethyl)oxazol‐5‐yl)alkylamines led to the corresponding “dimerization” products containing fused 10‐, 12‐, and 14‐membered rings. Experimental data showed that the formation of these ring systems is favored over the corresponding 5‐/6‐/7‐membered ones, which was partially confirmed by DFT calculations; this effect was especially significant in the case of the 5‐/10‐membered pair.

Formation of 10/12/14‐Membered Rings is Favored over 5/6/7‐Membered. An Unexpected Result from Oxazole Chemistry

FOLLOW US

Contact us

Send a message