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[4 + 2] Annulation Cascades of 2-Bromo-1-arylpropan-1-ones with Terminal Alkynes Involving C-Br/C-H Functionalization.

Authors :
Ouyang XH
Hu C
Song RJ
Li JH
Source :
Organic letters [Org Lett] 2018 Aug 03; Vol. 20 (15), pp. 4659-4662. Date of Electronic Publication: 2018 Jul 19.
Publication Year :
2018

Abstract

Straightforward access to various substituted naphthalenones by copper-catalyzed [4 + 2] annulation cascades of 2-bromo-1-arylpropan-1-ones with terminal alkynes is presented. Employing a Cu(MeCN) <subscript>4</subscript> PF <subscript>4</subscript> catalyst and 1,10-phenanthroline (1,10-Phen) ligand enables the formation of three new C-C bonds in a single reaction via [4 + 2] annulation of a 2-bromo-1-arylpropan-1-one with an alkyne followed by α-alkylation with the other 2-bromo-1-arylpropan-1-one with excellent functional group tolerance and step efficiency.

Details

Language :
English
ISSN :
1523-7052
Volume :
20
Issue :
15
Database :
MEDLINE
Journal :
Organic letters
Publication Type :
Academic Journal
Accession number :
30024175
Full Text :
https://doi.org/10.1021/acs.orglett.8b01962