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Gold-Catalyzed Sequential Activation of Propargylic Carboxylates: A Facile Route to Benzoannulenes
- Authors
- Oh, Chang Ho; Kim, Ji Hee; Oh, Bu Keun; Park, Jong Ryul; Lee, Ji Ho
- Issue Date
- Feb-2013
- Publisher
- John Wiley & Sons Ltd.
- Keywords
- benzo[7]annulenes; cyclization; gold catalysis; propargyl carboxylates; sequential activation
- Citation
- Chemistry - A European Journal, v.19, no.8, pp 2592 - 2596
- Pages
- 5
- Indexed
- SCI
SCIE
SCOPUS
- Journal Title
- Chemistry - A European Journal
- Volume
- 19
- Number
- 8
- Start Page
- 2592
- End Page
- 2596
- ISSN
- 0947-6539
1521-3765
- Abstract
- A cascade reaction of 1-(2-(3-acetoxyprop-1-ynyl)phenyl)prop-2-ynyl acetate and its derivatives is catalyzed by gold to give the corresponding benzo[7]annulenes (see scheme) in excellent yields. A double activation of the gold catalyst toward two different propargylic carboxylates was proposed. Benzoannulenes were hydrolyzed to 8-hydroxybenzo[7]annulene-5-ones.
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