This submission belongs to the session a. General Organic Synthesis of the event The 17th International Electronic Conference on Synthetic Organic Chemistry
Published date
31 Oct, 2013
Citation
Christian Burmester, Kodai Shiine, Shuntaro Mataka, Thies Thiemann, From Suzuki-Miyaura cross coupling reactions of 2-bromo- and 4-bromoestranes to fluorinated benzofuranoestranes, in Proceedings of The 17th International Electronic Conference on Synthetic Organic Chemistry, 1 November–30 November 2013, MDPI: Basel, Switzerland, doi: 10.3390/ecsoc-17-a028
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From Suzuki-Miyaura cross coupling reactions of 2-bromo- and 4-bromoestranes to fluorinated benzofuranoestranes
Christian Burmester 1
Kodai Shiine 2
Shuntaro Mataka 1
Thies Thiemann 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
Manuscript
main-text-final.pdf
Poster
Presentation1.pdf
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