Literature DB >> 22583001

De novo synthesis of 1,4-dihydropyridines and pyridines.

Wafa Gati1, Mohamed M Rammah, Mohamed B Rammah, François Couty, Gwilherm Evano.   

Abstract

An efficient and general method for the synthesis of 1,4-dihydropyridines and pyridines based on a lithiation/isomerization/intramolecular carbolithiation sequence is reported. This procedure provides an efficient, divergent, and straightforward entry to a wide range of polysubstituted dihydropyridines and pyridines starting from readily available N-allyl-ynamides.

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Year:  2012        PMID: 22583001     DOI: 10.1021/ja303002a

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  10 in total

1.  Domino Reaction Sequence for the Synthesis of [2.2.2]Diazabicycloalkenes and Base-Promoted Cycloreversion to 2-Pyridone Alkaloids.

Authors:  Nicholas H Angello; Robert E Wiley; Tristan G Elmore; Ryan S Perry; Jonathan R Scheerer
Journal:  Org Lett       Date:  2018-08-10       Impact factor: 6.005

2.  Rh(III)-catalyzed regioselective synthesis of pyridines from alkenes and α,β-unsaturated oxime esters.

Authors:  Jamie M Neely; Tomislav Rovis
Journal:  J Am Chem Soc       Date:  2012-12-18       Impact factor: 15.419

3.  Multicomponent assembly of highly substituted indoles by dual palladium-catalyzed coupling reactions.

Authors:  John M Knapp; Jie S Zhu; Dean J Tantillo; Mark J Kurth
Journal:  Angew Chem Int Ed Engl       Date:  2012-09-24       Impact factor: 15.336

4.  Ynamides in ring forming transformations.

Authors:  Xiao-Na Wang; Hyun-Suk Yeom; Li-Chao Fang; Shuzhong He; Zhi-Xiong Ma; Brant L Kedrowski; Richard P Hsung
Journal:  Acc Chem Res       Date:  2013-10-28       Impact factor: 22.384

5.  Synthesis of poly-functionalized benzofurans via one-pot domino oxidation/[3+2] cyclization reactions of a hydroquinone ester and ynamides.

Authors:  Dongxin Zhang; Jingjing Man; Yan Chen; Lei Yin; Junchao Zhong; Qian-Feng Zhang
Journal:  RSC Adv       Date:  2019-04-25       Impact factor: 4.036

6.  Synthesis of D-manno-heptulose via a cascade aldol/hemiketalization reaction.

Authors:  Yan Chen; Xiaoman Wang; Junchang Wang; You Yang
Journal:  Beilstein J Org Chem       Date:  2017-04-28       Impact factor: 2.883

7.  Intramolecular carbolithiation of N-allyl-ynamides: an efficient entry to 1,4-dihydropyridines and pyridines - application to a formal synthesis of sarizotan.

Authors:  Wafa Gati; Mohamed M Rammah; Mohamed B Rammah; Gwilherm Evano
Journal:  Beilstein J Org Chem       Date:  2012-12-21       Impact factor: 2.883

8.  Rh(III)-catalyzed decarboxylative coupling of acrylic acids with unsaturated oxime esters: carboxylic acids serve as traceless activators.

Authors:  Jamie M Neely; Tomislav Rovis
Journal:  J Am Chem Soc       Date:  2014-02-10       Impact factor: 15.419

9.  Isothiourea-mediated one-pot synthesis of functionalized pyridines.

Authors:  Daniel G Stark; Louis C Morrill; Pei-Pei Yeh; Alexandra M Z Slawin; Timothy J C O'Riordan; Andrew D Smith
Journal:  Angew Chem Int Ed Engl       Date:  2013-09-17       Impact factor: 15.336

10.  Harnessing the Electrophilicity of Keteniminium Ions: A Simple and Straightforward Entry to Tetrahydropyridines and Piperidines from Ynamides.

Authors:  Morgan Lecomte; Gwilherm Evano
Journal:  Angew Chem Int Ed Engl       Date:  2016-03-02       Impact factor: 15.336

  10 in total

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