Document Type
Article
Publication Date
4-2011
Publication Title
Synlett
Volume
2011
Issue
6
First Page
805
Keywords
alkynes, cobalt, cyclization, carbocycles, regioselectivity
Last Page
808
Abstract
The CpCo(CO)2-catalyzed cocyclization of 1,2-diethynyl- 4-methoxybenzene with alkynes can be applied to the synthesis of ‘spacer’-naproxen [2-(6-methoxybiphenylen-2-yl)propanoic acid] and its 7-methoxy isomer, ‘spacer’-isonaproxen. While unsymmetrical alkynes are incorporated without regioselectivity, the methoxy group in 6-methoxy-2,3-bis(trimethylsilyl)biphenylene directs electrophiles to C-3, thus allowing for regiochemical differentiation between the 2- and 3-positions.
DOI
10.1055/s-0030-1259718
Funding Reference Number
NSF (CHE-0907800)
Recommended Citation
González Gómez, Juan A.; Green, James R.; and Vollhardt, Peter C.. (2011). Synthesis of ‘Spacer’-Naproxen [2-(6-Methoxybiphenylen-2-yl)propanoic Acid] and -Isonaproxen [2-(7-Methoxybiphenylen-2-yl)propanoic Acid]. Synlett, 2011 (6), 805-808.
https://scholar.uwindsor.ca/chemistrybiochemistrypub/72
Comments
First published in Synlett, copyright © Georg Thieme Verlag, an imprint of Thieme Publishing. To access the final version, see DOI: 10.1055/s-0030-1259718 at https://www.thieme-connect.com/products/ejournals/abstract/10.1055/s-0030-1259718.