We found a match
Your institution may have access to this item. Find your institution then sign in to continue.
- Title
Cobalt-Catalyzed Formal [4+2] Cycloaddition of α,α′-Dichloro- ortho-Xylenes with Alkynes.
- Authors
Komeyama, Kimihiro; Okamoto, Yuji; Takaki, Ken
- Abstract
A formal [4+2] cycloaddition of α,α′-dichloro- ortho-xylenes with various alkynes has been developed using a low-valent cobalt catalyst. The transformation has a wide substrate scope and high functional-group tolerance and led to 1,4-dihydronaphthalenes. The formed cycloadducts were easily aromatized with MnO2 under air. A mechanistic investigation suggests that the transformation proceeds through a benzyl cobaltation of alkyne, not the classical Diels-Alder reaction of ortho-quinodimethanes. This methodology provides a straightforward and streamlined access to linearly expanded π-conjugated aromatics.
- Subjects
COBALT catalysts; DIELS-Alder reaction; RING formation (Chemistry); ORTHOXYLENE; ALKYNES
- Publication
Angewandte Chemie, 2014, Vol 126, Issue 42, p11507
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.201406807