Consecutive three- and four-component coupling-Bagley-Bohlmann-Rahtz syntheses of tri- and tetrasubstituted pyridines-Reference-Cited by-同舟云学术

Consecutive three- and four-component coupling-Bagley-Bohlmann-Rahtz syntheses of tri- and tetrasubstituted pyridines

Published:2016-04-21 Issue:6 Volume:71 Page:705-718
ISSN:1865-7117
Container-title:Zeitschrift für Naturforschung B
language:en
Short-container-title:

Author:

Dohe Janis¹,Müller Thomas J.J.²

Affiliation:

1. Institut für Organische Chemie und Makromolekulare Chemie , Heinrich-Heine-Universität Düsseldorf , Universitätsstrasse 1, D-40225 Düsseldorf, Germany

2. Institut für Organische Chemie und Makromolekulare Chemie, Heinrich-Heine-Universität Düsseldorf, Universitätsstrasse 1, D-40225 Düsseldorf, Germany, Fax: +49 (0)211 81 14324

Abstract

Abstract The concatenation of the modified Sonogashira alkynone synthesis and the Bagley-Bohlmann-Rahtz pyridine synthesis gives novel consecutive three- and four-component coupling-Bagley-Bohlmann-Rahtz (cBBR) syntheses of tri- and tetrasubstituted pyridines in a one-pot fashion. With these processes 15 differently substituted 3-ethoxycarbonyl 2-methylpyridines can be readily obtained in modest to moderate yields.

Publisher

Walter de Gruyter GmbH

Subject

General Chemistry

Link

https://www.degruyter.com/document/doi/10.1515/znb-2016-0046/pdf

Reference75 articles.

1. F. Brody, P. R. Ruby, R. A. Barnes, Pyridine and its Derivatives, in The Chemistry of Heterocyclic Compounds, Vol. 14, part I (Ed. E. Klingsberg), John Wiley & Sons, Inc., New York, 1960.

2. R. P. Kreher, in Houben-Weyl, Methoden der organischen Chemie, Vol. E7b, (Ed.: D. Spitzner), Thieme Verlag, Stuttgart, 1992.

3. J. Jarusiewicz, K. S. Yoo, K. W. Jung, Synlett2009, 482.

4. K. Shibatomi, T. Muto, Y. Sumikawa, A. Narayama, S. Iwasa, Synlett2009, 241.

5. S. Lin, X. Lu, Org. Lett.2010, 12, 2536.

Cited by 7 articles. 订阅此论文施引文献订阅此论文施引文献，注册后可以免费订阅5篇论文的施引文献，订阅后可以查看论文全部施引文献

1. Domino synthesis of functionalized pyridine carboxylates under gallium catalysis: Unravelling the reaction pathway and the role of the nitrogen source counter anion;Chemistry – An Asian Journal;2022-06-10

2. Heterocycles by Consecutive Multicomponent Syntheses via Catalytically Generated Alkynoyl Intermediates;Catalysts;2022-01-13

3. Pyridines and Benzo Derivatives: Synthesis;Comprehensive Heterocyclic Chemistry IV;2022

4. Further Developments on the Regioselective Synthesis of 3-Aroylindole Derivatives from <i>C</i>-Nitrosoaromatics and Alkynones: A Novel Synthetic Approach to Pravadoline, JWH-073, Indothiazinone Analogues and Related Compounds;International Journal of Organic Chemistry;2022

5. Multicomponent Syntheses of Heterocycles by Catalytic Generation of Alkynoyl Intermediates;Multicomponent Reactions towards Heterocycles;2021-11-26