Literature DB >> 22168403

CuCl/DABCO/4-HO-TEMPO-catalyzed aerobic oxidative synthesis of 2-substituted quinazolines and 4H-3,1-benzoxazines.

Bing Han1, Xiu-Long Yang, Chao Wang, Yong-Wei Bai, Tai-Chao Pan, Xin Chen, Wei Yu.   

Abstract

The Cu/N-ligand/TEMPO catalytic system was first applied to the aerobic oxidative synthesis of heterocycles. As demonstrated, 2-substituted quinazolines and 4H-3,1-benzoxazines were synthesized efficiently from the one-pot reaction of aldehydes with 2-aminobenzylamines and 2-aminobenzyl alcohols, respectively, by employing CuCl/DABCO/4-HO-TEMPO as the catalysts and oxygen as the terminal oxidant.

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Year:  2011        PMID: 22168403     DOI: 10.1021/jo2020399

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  16 in total

1.  Cu/Nitroxyl Catalyzed Aerobic Oxidation of Primary Amines into Nitriles at Room Temperature.

Authors:  Jinho Kim; Shannon S Stahl
Journal:  ACS Catal       Date:  2013-07-05       Impact factor: 13.084

Review 2.  Practical aerobic oxidations of alcohols and amines with homogeneous copper/TEMPO and related catalyst systems.

Authors:  Bradford L Ryland; Shannon S Stahl
Journal:  Angew Chem Int Ed Engl       Date:  2014-07-07       Impact factor: 15.336

3.  Copper/TEMPO-Catalyzed Aerobic Alcohol Oxidation: Mechanistic Assessment of Different Catalyst Systems.

Authors:  Jessica M Hoover; Bradford L Ryland; Shannon S Stahl
Journal:  ACS Catal       Date:  2013-11-01       Impact factor: 13.084

4.  Copper-Catalyzed Synthesis of N-Aryl and N-Sulfonyl Indoles from 2-Vinylanilines with O2 as Terminal Oxidant and TEMPO as Co-Catalyst.

Authors:  Timothy W Liwosz; Sherry R Chemler
Journal:  Synlett       Date:  2014       Impact factor: 2.454

5.  Mechanism of copper(I)/TEMPO-catalyzed aerobic alcohol oxidation.

Authors:  Jessica M Hoover; Bradford L Ryland; Shannon S Stahl
Journal:  J Am Chem Soc       Date:  2013-01-31       Impact factor: 15.419

6.  Catalytic Aerobic Dehydrogenation of Nitrogen Heterocycles Using Heterogeneous Cobalt Oxide Supported on Nitrogen-Doped Carbon.

Authors:  Andrei V Iosub; Shannon S Stahl
Journal:  Org Lett       Date:  2015-09-02       Impact factor: 6.005

7.  Crystal structure of 4-meth-oxy-quinazoline.

Authors:  Gamal A El-Hiti; Keith Smith; Amany S Hegazy; Mohammed B Alshammari; Benson M Kariuki
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2014-11-21

8.  Experimental and theoretical investigations into the stability of cyclic aminals.

Authors:  Edgar Sawatzky; Antonios Drakopoulos; Martin Rölz; Christoph Sotriffer; Bernd Engels; Michael Decker
Journal:  Beilstein J Org Chem       Date:  2016-10-31       Impact factor: 2.883

9.  Selective copper(II) acetate and potassium iodide catalyzed oxidation of aminals to dihydroquinazoline and quinazolinone alkaloids.

Authors:  Matthew T Richers; Chenfei Zhao; Daniel Seidel
Journal:  Beilstein J Org Chem       Date:  2013-06-20       Impact factor: 2.883

Review 10.  Oxidative dehydrogenation of C-C and C-N bonds: A convenient approach to access diverse (dihydro)heteroaromatic compounds.

Authors:  Santanu Hati; Ulrike Holzgrabe; Subhabrata Sen
Journal:  Beilstein J Org Chem       Date:  2017-08-15       Impact factor: 2.883

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