6533b827fe1ef96bd12866db
RESEARCH PRODUCT
New Approach to 1,4-Benzoxazin-3-ones by Electrochemical C-H Amination.
Akihiro ShimizuSiegfried R. WaldvogelSebastian HeroldJun-ichi YoshidaLars Julian Wesenbergsubject
Green chemistry010405 organic chemistryBenzoxazinonesArylOrganic ChemistryHalideGeneral ChemistryAlkylation010402 general chemistry01 natural sciencesCatalysis0104 chemical sciencesCatalysischemistry.chemical_compoundchemistryHalogenOrganic chemistryAminationdescription
1,4-Benzoxazin-3-ones are important structural motifs in natural products and bioactive compounds. Usually the synthesis of benzoxazinones requires transition metal catalysts and pre-functionalized substrates, e.g. aryl halides. However, the anodic C,H amination of phenoxy acetates offers a very efficient and sustainable access to these heterocycles. The herein presented electrochemical protocol can be applied to a broad scope of alkylated substrates. Even tert-butyl moieties or halogen substituents are compatible with this versatile method.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2017-05-03 | Chemistry (Weinheim an der Bergstrasse, Germany) |