An Aminocatalyzed Michael Addition/Iron-Mediated Decarboxylative Cyclization Sequence for the Preparation of 2,3,4,6-Tetrasubstituted Pyridines: Scope and Mechanistic Insights.

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Serval ID
serval:BIB_EAB78AFFC5F2
Type
Article: article from journal or magazin.
Collection
Publications
Institution
Production externe
Title
An Aminocatalyzed Michael Addition/Iron-Mediated Decarboxylative Cyclization Sequence for the Preparation of 2,3,4,6-Tetrasubstituted Pyridines: Scope and Mechanistic Insights.
Journal
The Journal of organic chemistry
Author(s)
Stivanin M.L., Duarte M., Sartori C., Capreti NMR, Angolini CFF, Jurberg I.D.
ISSN
1520-6904 (Electronic)
ISSN-L
0022-3263
Publication state
Published
Issued date
06/10/2017
Peer-reviewed
Oui
Volume
82
Number
19
Pages
10319-10330
Language
english
Notes
Publication types: Journal Article
Publication Status: ppublish
Abstract
A novel, scalable strategy for the preparation of 2,3,4,6-tetrasubstituted pyridines is described. This protocol has two steps: an aminocatalyzed addition of ketones to alkylidene isoxazol-5-ones, followed by an iron-mediated decarboxylative cyclization event. Mechanistic insights for both steps are provided based on HRMS-ESI(+) studies.

DOI
10.1021/acs.joc.7b01789
Pubmed
28905627
Web of science
000412789000038
Create date
17/01/2018 10:43
Last modification date
20/08/2019 16:13
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