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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
PMID22984846
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
09143
Supelco
Benzaldehyde, analytical standard
12010
Benzaldehyde, puriss. p.a., ≥99.0% (GC)
W212717
Sigma-Aldrich
Benzaldehyde, natural, FCC, FG
PHR1203
Supelco
Benzaldehyde, Pharmaceutical Secondary Standard; Certified Reference Material
W212709
Sigma-Aldrich
Benzaldehyde, ≥98%, FG, FCC
B1334
Benzaldehyde, ReagentPlus®, ≥99%
418099
Benzaldehyde, purified by redistillation, ≥99.5%
Y0001064
Benzaldehyde, European Pharmacopoeia (EP) Reference Standard