The Synthesis of 5-, 6-, 7- and 8-Membered Oxygen-containing Benzo-fused Rings using Alkene Isomerization and Ring-closing Metathesis Reactions

  • R Pathak
  • J Panayides
  • TD Jeftic
  • CB de Koning
  • WAL van Otterlo
Keywords: Ring-closing metathesis, isomerization, ruthenium, benzo-fused compounds.

Abstract

A number of benzo-fused oxygen-containing heterocycles were synthesized from allyl-3-isopropoxy- 4-methoxybenzaldehyde using metathesis or an alkene isomerization-metathesis sequence as key synthetic steps. Benzo-fused compounds thus formed included a 3,6-dihydro-1H-2-benzoxocine, 1,3-dihydro- benzo[c]oxepine, 1H-isochromene, 2,3-dihydro-benzo[b]oxepine, benzofuran and 2H-chromene skeleton, demonstrating the versatility of this methodology.

KEYWORDS: Ring-closing metathesis, isomerization, ruthenium, benzo-fused compounds.

Published
2015-10-06
Section
Articles

Journal Identifiers


eISSN: 0379-4350