Literature DB >> 22007655

TEMPO oxoammonium salt-mediated dehydrogenative Povarov/oxidation tandem reaction of N-alkyl anilines.

Heinrich Richter1, Olga García Mancheño.   

Abstract

The synthesis of a variety of substituted quinolines from N-alkyl anilines by a one-pot dehydrogenative Povarov/oxidation tandem reaction with mono- and 1,2-disubstituted aryl and alkyl olefins was developed. A simple protocol using cheap and benign iron(III)chloride as the Lewis acid catalyst and a TEMPO oxoammonium salt as a nontoxic, mild, efficient oxidant is reported.

Entities:  

Year:  2011        PMID： 22007655     DOI： 10.1021/ol202552y

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


  12 in total

1.  Asymmetric cross-dehydrogenative coupling enabled by the design and application of chiral triazole-containing phosphoric acids.

Authors:  Andrew J Neel; Jörg P Hehn; Pascal F Tripet; F Dean Toste
Journal:  J Am Chem Soc       Date:  2013-09-11       Impact factor: 15.419

2.  Enantioselective Synthesis of N,S-Acetals by an Oxidative Pummerer-Type Transformation using Phase-Transfer Catalysis.

Authors:  Souvagya Biswas; Koji Kubota; Manuel Orlandi; Mathias Turberg; Dillon H Miles; Matthew S Sigman; F Dean Toste
Journal:  Angew Chem Int Ed Engl       Date:  2017-12-12       Impact factor: 15.336

3.  Facile Synthesis and Photophysical Characterization of New Quinoline Dyes.

Authors:  Giovanny Carvalho Dos Santos; Aloisio de Andrade Bartolomeu; Valdecir Farias Ximenes; Luiz Carlos da Silva-Filho
Journal:  J Fluoresc       Date:  2016-10-27       Impact factor: 2.217

4.  Mechanistic elucidation of the tandem Diels-Alder/(3 + 2) cycloadditions in the design and syntheses of heterosteroids.

Authors:  Benedicta Donkor; Abdul Rashid Umar; Ernest Opoku
Journal:  J Mol Model       Date:  2022-02-27       Impact factor: 1.810

5.  Oxone promoted dehydrogenative Povarov cyclization of N-aryl glycine derivatives: an approach towards quinoline fused lactones and lactams.

Authors:  Devidas A More; Ganesh H Shinde; Aslam C Shaikh; M Muthukrishnan
Journal:  RSC Adv       Date:  2019-09-25       Impact factor: 4.036

6.  Synthesis of 4-acetamido-2,2,6,6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate and 4-acetamido-(2,2,6,6-tetramethyl-piperidin-1-yl)oxyl and their use in oxidative reactions.

Authors:  Michael A Mercadante; Christopher B Kelly; James M Bobbitt; Leon J Tilley; Nicholas E Leadbeater
Journal:  Nat Protoc       Date:  2013-03-07       Impact factor: 13.491

7.  Remodeling of fumagillol: discovery of an oxygen-directed oxidative Mannich reaction.

Authors:  Alexander J Grenning; John K Snyder; John A Porco
Journal:  Org Lett       Date:  2014-01-10       Impact factor: 6.005

8.  Dual C-H functionalization of N-aryl amines: synthesis of polycyclic amines via an oxidative Povarov approach.

Authors:  Chang Min; Abbas Sanchawala; Daniel Seidel
Journal:  Org Lett       Date:  2014-05-01       Impact factor: 6.005

9.  Identifying key intermediates generated in situ from Cu(II) salt-catalyzed C-H functionalization of aromatic amines under illumination.

Authors:  Qing-Yuan Meng; Xue-Wang Gao; Tao Lei; Zan Liu; Fei Zhan; Zhi-Jun Li; Jian-Ji Zhong; Hongyan Xiao; Ke Feng; Bin Chen; Ye Tao; Chen-Ho Tung; Li-Zhu Wu
Journal:  Sci Adv       Date:  2017-08-25       Impact factor: 14.136

10.  Toward Rational Understandings of α-C-H Functionalization: Energetic Studies of Representative Tertiary Amines.

Authors:  Wenzhi Luo; Jin-Dong Yang; Jin-Pei Cheng
Journal:  iScience       Date:  2020-01-21
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