Skip to Content
Merck
  • One-pot transition-metal-free synthesis of dibenzo[b,f]oxepins from 2-halobenzaldehydes.

One-pot transition-metal-free synthesis of dibenzo[b,f]oxepins from 2-halobenzaldehydes.

Organic letters (2012-09-19)
Young Lok Choi, Hye Sun Lim, Hwan Jung Lim, Jung-Nyoung Heo
ABSTRACT

A one-pot transition-metal-free, base-mediated synthesis of dibenzo[b,f]oxepins was developed. The reaction of 2-halobenzaldehydes with (2-hydroxyphenyl)acetonitriles proceeds via a sequential aldol condensation and intramolecular ether formation reaction in the presence of Cs(2)CO(3) and molecular sieves in toluene.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Benzaldehyde, ≥98%, FG, FCC
Sigma-Aldrich
Benzaldehyde, natural, FCC, FG
Sigma-Aldrich
Benzaldehyde, purified by redistillation, ≥99.5%
Supelco
Benzaldehyde, analytical standard
Benzaldehyde, European Pharmacopoeia (EP) Reference Standard
Supelco
Benzaldehyde, Pharmaceutical Secondary Standard; Certified Reference Material
Sigma-Aldrich
Benzaldehyde, puriss. p.a., ≥99.0% (GC)
Sigma-Aldrich
Benzaldehyde, ReagentPlus®, ≥99%