Efficient synthesis of highly oxygenated benzo[g]chrysenes. Issue 14 (8th April 2015)
- Record Type:
- Journal Article
- Title:
- Efficient synthesis of highly oxygenated benzo[g]chrysenes. Issue 14 (8th April 2015)
- Main Title:
- Efficient synthesis of highly oxygenated benzo[g]chrysenes
- Authors:
- Chang, Meng-Yang
Chen, Yi-Chia
Chan, Chieh-Kai
Huang, Genin Gary - Abstract:
- Abstract: Sc(OTf)3 -mediated one-pot benzannulation of oxygenated phenylacetic acids 3 with oxygenated benzenes 2 in the presence of Tf2 O in MeCN at rt for 3 h afforded a series of polyoxygenated benzo[ g ]chrysenes 1 and naphthalenes 5 with moderate to good yields under the photolytic irradiation condition. The facile transformation proceeds by a cascade sequence starting with a double Friedel–Crafts acylation of skeleton 2 with 3, followed by a double Scholl ring-closure and then, an O-acylation. Graphical abstract:
- Is Part Of:
- Tetrahedron. Volume 71:Issue 14(2015)
- Journal:
- Tetrahedron
- Issue:
- Volume 71:Issue 14(2015)
- Issue Display:
- Volume 71, Issue 14 (2015)
- Year:
- 2015
- Volume:
- 71
- Issue:
- 14
- Issue Sort Value:
- 2015-0071-0014-0000
- Page Start:
- 2095
- Page End:
- 2104
- Publication Date:
- 2015-04-08
- Subjects:
- Benzannulation -- Benzo[g]chrysenes -- Naphthalenes
Chemistry, Organic -- Periodicals
547.005 - Journal URLs:
- http://www.elsevier.com/journals ↗
- DOI:
- 10.1016/j.tet.2015.02.046 ↗
- Languages:
- English
- ISSNs:
- 0040-4020
- Deposit Type:
- Legaldeposit
- View Content:
- Available online (eLD content is only available in our Reading Rooms) ↗
- Physical Locations:
- British Library DSC - 8796.850000
British Library DSC - BLDSS-3PM
British Library STI - ELD Digital store - Ingest File:
- 14492.xml