Copper-Catalyzed Domino Strategy Construction of Fused Benzopyrroloazepinone through the Reaction of Allenyloximes and Arylboronic Acids
ORGANIC LETTERS, vol.28, no.24, pp.7641-7644, 2026 (SCI-Expanded, Scopus)
- Publication Type: Article / Article
- Volume: 28 Issue: 24
- Publication Date: 2026
- Doi Number: 10.1021/acs.orglett.6c01767
- Journal Name: ORGANIC LETTERS
- Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, BIOSIS, Chemical Abstracts Core, Chimica, EMBASE, MEDLINE
- Page Numbers: pp.7641-7644
- Middle East Technical University Affiliated: Yes
Abstract
Herein, we present a novel strategy for the efficient synthesis of fused azepinone frameworks from allene-tethered oximes and arylboronic acids through a domino effect comprising a Chan-Lam coupling, [3 + 2] cycloaddition, [3,3]-sigmatropic rearrangement, and imine-enamine tautomerization with good to excellent yields. This straightforward reaction proceeds through the consecutive formation of a C-N, C-O, and two C-C bonds. This approach exhibits a broad substrate scope, excellent functional group tolerance, and scalability to gram quantities.