Literature DB >> 20958085

General and mild preparation of 2-aminopyridines.

Allyn T Londregan1, Sandra Jennings, Liuqing Wei.   

Abstract

A general and facile one-pot amination procedure for the synthesis of 2-aminopyridines from the corresponding pyridine-N-oxides is presented as a mild alternative to S(N)Ar chemistry. A variety of amines and heterocyclic-N-oxides participate effectively in this transformation which uses the phosphonium salt, PyBroP, as a means of substrate activation.

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Year:  2010        PMID： 20958085     DOI： 10.1021/ol102301u

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  16 in total

1.  Generation of diverse 1-imidazolylisoquinolines via silver triflate-catalyzed reaction of 2-alkynylbenzaldoxime with imidazole.

Authors:  Qian Xiao; Shengqing Ye; Danqing Zheng; Ling Zhang; Jie Wu
Journal:  Mol Divers       Date:  2012-01-25       Impact factor: 2.943

2.  Reduction of amine N-oxides by diboron reagents.

Authors:  Hari Prasad Kokatla; Paul F Thomson; Suyeal Bae; Venkata Ramana Doddi; Mahesh K Lakshman
Journal:  J Org Chem       Date:  2011-08-31       Impact factor: 4.354

3.  Construction of pyrazolo[3,4-b]pyridines and pyrazolo[4,3-c]pyridines by ring closure of 3-acylpyridine N-oxide tosylhydrazones.

Authors:  William J Lominac; Megan L D'Angelo; Mark D Smith; Darius A Ollison; James M Hanna
Journal:  Tetrahedron Lett       Date:  2012-02-22       Impact factor: 2.415

4.  Exploring N-Arylsulfonyl-l-proline Scaffold as a Platform for Potent and Selective αvβ1 Integrin Inhibitors.

Authors:  Nilgun Isik Reed; You-Zhi Tang; Joel McIntosh; Yibing Wu; Kathleen S Molnar; Annafelicia Civitavecchia; Dean Sheppard; William F DeGrado; Hyunil Jo
Journal:  ACS Med Chem Lett       Date:  2016-08-30       Impact factor: 4.345

5.  Iron-catalyzed formation of 2-aminopyridines from diynes and cyanamides.

Authors:  Timothy K Lane; Brendan R D'Souza; Janis Louie
Journal:  J Org Chem       Date:  2012-08-14       Impact factor: 4.354

6.  Synthetic and mechanistic aspects of the regioselective base-mediated reaction of perfluoroalkyl- and perfluoroarylsilanes with heterocyclic N-oxides.

Authors:  David E Stephens; Gabriel Chavez; Martin Valdes; Monica Dovalina; Hadi D Arman; Oleg V Larionov
Journal:  Org Biomol Chem       Date:  2014-07-03       Impact factor: 3.876

Review 7.  Asymmetric Catalysis Mediated by Synthetic Peptides, Version 2.0: Expansion of Scope and Mechanisms.

Authors:  Anthony J Metrano; Alex J Chinn; Christopher R Shugrue; Elizabeth A Stone; Byoungmoo Kim; Scott J Miller
Journal:  Chem Rev       Date:  2020-09-24       Impact factor: 60.622

8.  2-Aminopyridines via reaction of pyridine N-oxides and activated isocyanides.

Authors:  Mitchell Vamos; Nicholas D P Cosford
Journal:  J Org Chem       Date:  2014-02-18       Impact factor: 4.354

9.  Catalytic Enantioselective Pyridine N-Oxidation.

Authors:  Sheng-Ying Hsieh; Yu Tang; Simone Crotti; Elizabeth A Stone; Scott J Miller
Journal:  J Am Chem Soc       Date:  2019-11-12       Impact factor: 15.419

10.  Uniting Amide Synthesis and Activation by PIII/PV-Catalyzed Serial Condensation: Three-Component Assembly of 2-Amidopyridines.

Authors:  Jeffrey M Lipshultz; Alexander T Radosevich
Journal:  J Am Chem Soc       Date:  2021-09-03       Impact factor: 16.383
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