Regioselective Suzuki–Miyaura Reactions of Aromatic Bis-triflates: Electronic versus Steric Effects

Zahid Hassan; Tamás Patonay; Peter Langer

doi:10.1055/s-0032-1317944

Synlett, Inhaltsverzeichnis

Synlett 2013; 24(4): 412-423
DOI: 10.1055/s-0032-1317944

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Regioselective Suzuki–Miyaura Reactions of Aromatic Bis-triflates: Electronic versus Steric Effects

Autor*innen

Zahid Hassan

^aInstitut für Chemie, Universität Rostock, Albert-Einstein-Str. 3a, 18059 Rostock, Germany Fax: +49(381)4986412 eMail: zhassanhej@yahoo.com eMail: peter.langer@uni-rostock.de

^bLeibniz-Institut für Katalyse e. V. an der Universität Rostock, Albert-Einstein-Str. 29a, 18059 Rostock, Germany
Tamás Patonay

^cDepartment of Organic Chemistry, University of Debrecen, Egyetem tér 1, 4032 Debrecen, Hungary
Peter Langer*

^aInstitut für Chemie, Universität Rostock, Albert-Einstein-Str. 3a, 18059 Rostock, Germany Fax: +49(381)4986412 eMail: zhassanhej@yahoo.com eMail: peter.langer@uni-rostock.de

^bLeibniz-Institut für Katalyse e. V. an der Universität Rostock, Albert-Einstein-Str. 29a, 18059 Rostock, Germany

Abstract

Alle Artikel dieser Rubrik

Dedicated to Professor Dr. Viqar Uddin Ahmad on his 72th birthday

Abstract

Suzuki–Miyaura reactions of aromatic bis-triflates, readily available from the corresponding hydroxylated arenes, often proceed with excellent regioselectivity and provide a convenient approach to various arylated benzene derivatives, such as biphenyls, terphenyls, and arylated benzophenones, naphthalenes, xanthones, flavones, coumarins, anthraquinones, tetralones, and fluorenones. The regioselectivity is controlled by steric and electronic parameters and strongly depends on the structure of the substrates.

1 Introduction

2 Benzoates, Phthalates, and Naphthoates

3 Benzophenones and Diphenyl Sulfones

4 Xanthones and Thioxanthones

5 Flavones and Coumarins

6 Anthraquinones, Tetralones, and Fluorenones

7 Conclusion

Key words

palladium - catalysis - regioselectivity - Suzuki–Miyaura reaction - bis-triflates

Volltext

Referenzen

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