Selective synthesis of 2-substituted pyridine N-oxides via directed ortho-metallation using Grignard reagents
(2008) In Tetrahedron Letters 49(48). p.6901-6903- Abstract
Addition of i-PrMgCl to pyridine N-oxides in THF at -78 °C generates selectively an ortho-metallated species, which can be trapped with various electrophiles to generate 2-substituted pyridine N-oxides. Furthermore, by applying a double metal-catalyzed cross-coupling, direct arylation of the pyridine N-oxides is achieved.
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https://lup.lub.lu.se/record/7bf47b1c-0112-4427-bfb4-852811b29ba3
- author
- Andersson, Hans ; Gustafsson, Magnus LU ; Olsson, Roger LU and Almqvist, Fredrik
- publishing date
- 2008-11-24
- type
- Contribution to journal
- publication status
- published
- in
- Tetrahedron Letters
- volume
- 49
- issue
- 48
- pages
- 6901 - 6903
- publisher
- Elsevier
- external identifiers
-
- scopus:53549097051
- ISSN
- 0040-4039
- DOI
- 10.1016/j.tetlet.2008.09.104
- language
- English
- LU publication?
- no
- id
- 7bf47b1c-0112-4427-bfb4-852811b29ba3
- date added to LUP
- 2019-10-02 10:20:43
- date last changed
- 2022-02-16 00:20:15
@article{7bf47b1c-0112-4427-bfb4-852811b29ba3, abstract = {{<p>Addition of i-PrMgCl to pyridine N-oxides in THF at -78 °C generates selectively an ortho-metallated species, which can be trapped with various electrophiles to generate 2-substituted pyridine N-oxides. Furthermore, by applying a double metal-catalyzed cross-coupling, direct arylation of the pyridine N-oxides is achieved.</p>}}, author = {{Andersson, Hans and Gustafsson, Magnus and Olsson, Roger and Almqvist, Fredrik}}, issn = {{0040-4039}}, language = {{eng}}, month = {{11}}, number = {{48}}, pages = {{6901--6903}}, publisher = {{Elsevier}}, series = {{Tetrahedron Letters}}, title = {{Selective synthesis of 2-substituted pyridine N-oxides via directed ortho-metallation using Grignard reagents}}, url = {{http://dx.doi.org/10.1016/j.tetlet.2008.09.104}}, doi = {{10.1016/j.tetlet.2008.09.104}}, volume = {{49}}, year = {{2008}}, }