Regioselective copper(I)-catalyzed ullmann amination of halopyridyl carboxylates using sodium azide: a route for aminopyridyl carboxylates and their transformation to pyrido[2, 3-d]pyrimidin-4(1H)-ones
Date
2018
Authors
Nisha
Sharma, Mr. C.
Kumar, R.
Kumar, Y.
Editor(s)
Advisor
Supervisor
Co-Advisor
Co-Supervisor
Instructor
Source Title
ChemistrySelect
Print ISSN
Electronic ISSN
2365-6549
Publisher
Wiley-Blackwell
Volume
3
Issue
17
Pages
4822 - 4826
Language
English
Type
Journal Title
Journal ISSN
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Abstract
We report herein an efficient, straightforward and ligand free synthesis of aminopyridyl carboxylates, an important building block used in pharmaceuticals and agrochemicals. The C(sp2)-N bond formation utilize a readily available Cu-catalyst, NaN3 as the amino source in ethanol, and the corresponding ortho-functionalized aromatic amines were synthesized in good to excellent yields. This ligand free one-pot domino methodology proceeds through Ullmann-type coupling of halopyridyl carboxylates with sodium azide followed by reduction with ethanol. These functionalized aminopyridyl carboxylates provides an easy access to biologically potent pyrido[2, 3-d]pyrimidin-4(1H)-one hybrids.