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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

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.


Journal Identifiers


eISSN: 1996-840X
print ISSN: 0379-4350