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From Suzuki-Miyaura Cross Coupling Reactions of 2-Bromo- and 4-Bromoestranes to Fluorinated Benzofuranoestranes
1 , 2 , 1 , * 2
1  Institute of Materials Chemistry and Engineering, Kyushu University
2  Graduate School of Interdisciplinary Engineering, Kyushu University

Abstract: 2-Bromoestrone and 4-bromoestrone and the corresponding estradiol derivatives were converted to 2-fluoroaryl- and 4-fluoroarylestrones and estradiols by Suzuki-Miyaura cross-coupling. The coupling products were subjected to an intramolecular aromatic ipso SN reaction to furnish benzofuranoestrones and estradiols. Suzuki-Miyaura cross-coupling reactions were also carried out with other arylboronic acids, using 2-bromoestrane, 4-bromoestrane and 2,4-diiodoestrane as substrates.
Keywords: Suzuki-Miyaura reaction, estrane, benzofuran, ring annelation, fluoro-substituted steroid