NDLI: Synthesis of 2-Aminopyridines via a Base-Promoted Cascade Reaction of N-Propargylic β-Enaminones with Formamides.

Content Provider	Semantic Scholar
Author	Weng, Yunxiang Kuai, Changsheng Lv, Weiwei Cheng, Guolin
Copyright Year	2018
Abstract	N-Substituted formamides as nucleophiles react with in situ-generated 1,4-oxazepines from N-propargylic β-enaminones followed by spontaneous N-deformylation to deliver densely substituted 2-aminopyridines in good yields (31-88%). The formyl group is found to be a superior traceless activating group of free amines and would ultimately be removed in situ. This reaction proceeds smoothly at room temperature, in the presence of NaOH as sole additive, without protection from the atmosphere and generates H2O and sodium formate as byproducts.
Starting Page	5002
Ending Page	5008
Page Count	7
File Format	PDF HTM / HTML
DOI	10.1021/acs.joc.8b00128
PubMed reference number	29651837
Journal	Medline
Volume Number	83
Issue Number	9
Alternate Webpage(s)	http://www.lbcs.dicp.ac.cn/images/kcs-5.pdf
Alternate Webpage(s)	https://doi.org/10.1021/acs.joc.8b00128
Journal	The Journal of organic chemistry
Language	English
Access Restriction	Open
Content Type	Text
Resource Type	Article

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Synthesis of 2-Aminopyridines via a Base-Promoted Cascade Reaction of N-Propargylic β-Enaminones with Formamides.