| title: |
| Synthesis of Substituted 1-Deazapurines via Pd/Cu Catalysed C-H Activation, Substituted
Naphthyridines, Quinoxalines, and Trifluoromethyl-Substituted Arenes by Pd(0)-Catalysed
Cross-Coupling Reactions |
|
| contributing persons: |
| Iftikhar Ali[VerfasserIn] |
 |
1023711575 |
| Peter Langer
, Prof. Dr.[AkademischeR BetreuerIn] |
| Ulrike Lindequist
, Prof. Dr.[AkademischeR BetreuerIn] |
|
| contributing corporate bodies: |
| Universität Rostock, Mathematisch-Naturwissenschaftliche Fakultät[Grad-verleihende Institution] |
|
2147083-2 |
|
| |
| abstract: |
|
The Pd/Cu catalyzed reactions of 3H-imidazo[4,5-b]pyridines (1-deazapurines) via C-H
bond activation provided arylated 1-deazapurines. The arylation took place at position
2 of the 1-deazapurines. Pd(0)-catalysed Suzuki-Miyaura cross coupling reactions of
5,7-dichloro-1,6-naphthyridine, 2,6-dichloroquinoxaline and 2,4-dichloro-1-(trifluoromethyl)benzene
with different arylboronic acids afforded aryl-substituted naphthyridines, quinoxalines
and trifluoromethyl-substituted di- and terphenyls with excellent site-selectivity.
The first attack occurred at the more electronically deficient and sterically less
hindered position.
[English] |
|
Die Pd/Cu-katalysierten Reaktionen von 3H-Imidazo[4,5-b]pyridinen (1-Desazapurinen)
via C-H-Aktivierung lieferten arylierte 1-Deazapurine. Die Arylierung fand an Position
2 des 1-Desazapurins statt. Suzuki-Miyaura-Kupplungen von 5,7-Dichlor-1,6-naphthyridin,
2,6-Dichlorchinoxalin und 2,4-Dichlor-1-(trifluormethyl)benzol mit verschiedenen Arylboronsäuren
ergab arylsubstituierte Naphthyridine, Chinoxaline, Trifluormethyl-substituierte Biphenyle
und Terphenyle mit ausgezeichneter Regioselektivität. Der erste Angriff erfolgte an
der elektronisch ärmeren und sterisch weniger gehinderten Position.
[German] |
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| document type: |
|
| institution: |
| Faculty of Mathematics and Natural Sciences |
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| language: |
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| subject class (DDC): |
| 540 Chemistry & allied sciences |
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| |
publication /
production: |
Rostock
|
Rostock: Universität Rostock
|
|
2011
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| identifiers: |
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| access condition: |
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| license/rights statement: |
all rights reserved
This work may only be used under the terms of the German Copyright Law (Urheberrechtsgesetz). |
|
|
| RosDok id: |
rosdok_disshab_0000000821 |
| created / modified: |
26.06.2012 / 08.08.2023
|
| metadata license: |
The metadata of this document was dedicated to the public domain
(CC0 1.0 Universal Public Domain Dedication). |
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