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  • 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

Benzaldehyde, European Pharmacopoeia (EP) Reference Standard
Sigma-Aldrich
Benzaldehyde, purified by redistillation, ≥99.5%
Sigma-Aldrich
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Sigma-Aldrich
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Supelco
Benzaldehyde, Pharmaceutical Secondary Standard; Certified Reference Material
Sigma-Aldrich
Benzaldehyde, ReagentPlus®, ≥99%