Concise design and synthesis of pyridine-fused heterocycles via 6 pi- Azaelectrocyclization process of iminoalkyne derivatives


Sendil K., Keskin S., BALCI M.

TETRAHEDRON, cilt.75, sa.46, 2019 (SCI İndekslerine Giren Dergi) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 75 Konu: 46
  • Basım Tarihi: 2019
  • Doi Numarası: 10.1016/j.tet.2019.130660
  • Dergi Adı: TETRAHEDRON

Özet

A concise and regioselective approach to the synthesis of pyridine-fused heterocycles and benzoxazepine derivatives was developed. Propargyl imines derived from aromatic aldehydes and propargyl amine underwent 6 pi-electrocyclization reactions at high temperatures in high yields to form pyridine-fused heterocycles. Application of the same methodology to aromatic imines having a hydroxyl group in the ortho position resulted in the formation of (benz)oxazepine derivatives. The formation mechanism of the products was discussed. (C) 2019 Elsevier Ltd. All rights reserved.