Rapid Access to Bi- and Tri-Functionalized Dibenzofurans and their Application in Selective Suzuki-Miyaura Cross Coupling Reactions

Wern, Caroline and Ehrenreich, Christian and Joosten, Dominik and vom Stein, Thorsten and Buchholz, Herwig and Koenig, Burkhard (2018) Rapid Access to Bi- and Tri-Functionalized Dibenzofurans and their Application in Selective Suzuki-Miyaura Cross Coupling Reactions. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY (41). pp. 5644-5656. ISSN 1434-193X, 1099-0690

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Abstract

Syntheses of 1,2-, 1,3-, 1,4-, 1,8-, 2,4-, 3,4-, 4,8-, 1,2,4-, 1,2,8- and 1,3,4-functionalized dibenzofurans in few steps with good to excellent yields starting from dibenzofuran-1-ol or -4-ol are presented. These rapidly accessible bi- or tri-functionalized building blocks are of great interest for the synthesis of bioactive substances or functional material development. Furthermore, for intermediates containing both a bromine and a triflate moiety, a selective mono-substitution by means of Suzuki-Miyaura reaction (SMR) is described.

Item Type: Article
Uncontrolled Keywords: LIGHT-EMITTING-DIODES; EFFICIENT SYNTHESIS; ORGANOLITHIUM REAGENTS; ORGANOBORON COMPOUNDS; INHIBITORY-ACTIVITY; OXIDATIVE ADDITION; ARYLBORONIC ACIDS; AMINO-ACIDS; PALLADIUM; ARYL; Dibenzofuran; Chemoselectivity; Cross-coupling; Regioselectivity; Synthetic methods
Subjects: 500 Science > 540 Chemistry & allied sciences
Divisions: Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König
Depositing User: Dr. Gernot Deinzer
Date Deposited: 10 Oct 2019 06:35
Last Modified: 10 Oct 2019 06:35
URI: https://pred.uni-regensburg.de/id/eprint/13548

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