Site-Selective Suzuki-Miyaura Reactions of 1,4- and 3,5 Bis(trifluoromethylsulfonyloxy)-2-Naphthoates

Farooq Ibad, Muhammad and Eleya, Nadi and Obaid-Ur-Rahman, Abid and Mahal, Ahmed and Hussain, Munawar and Villinger, Alexander and Langer, Peter (2011) Site-Selective Suzuki-Miyaura Reactions of 1,4- and 3,5 Bis(trifluoromethylsulfonyloxy)-2-Naphthoates. Synthesis, 2011 (13). pp. 2101-2116. ISSN 2643-8410 (online)

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Abstract

The Suzuki-Miyaura reaction of phenyl 1,4-bis(trifluoromethylsulfonyloxy)-2-naphthoate and ethyl 3,5-bis(trifluoromethylsulfonyloxy)-2-naphthoate afforded various 1,4- and 3,5-diaryl-2-naphthoates with very good site-selectivity, respectively. The first attack occurred at the sterically more hindered positions C-1 and C-3, respectively. The selectivity can be explained by the electronic influence of the ester group.

Item Type: Article
Uncontrolled Keywords: Catalysis, Palladium, Suzuki–Miyaura reaction, Site- selectivity, Naphthalene derivatives
Subjects: Q Science > QD Chemistry
T Technology > TP Chemical technology
Divisions: Department of Medical Biochemical Analysis > Research papers
Depositing User: ePrints Depositor
Date Deposited: 20 Aug 2025 19:12
Last Modified: 20 Aug 2025 19:12
URI: https://eprints.cihanuniversity.edu.iq/id/eprint/4920

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