Literature DB >> 14985820

Tandem oxidation processes for the preparation of nitrogen-containing heteroaromatic and heterocyclic compounds.

Steven A Raw1, Cecilia D Wilfred, Richard J K Taylor.   

Abstract

alpha-hydroxy ketones undergo manganese dioxide-mediated oxidation followed by in situ trapping with aromatic or aliphatic 1,2-diamines to give quinoxalines or dihydropyrazines, respectively, in a one-pot procedure which avoids the need to isolate the highly reactive dicarbonyl intermediates. The scope and limitations of these procedures are outlined and modifications to this procedure are discussed in which reduction is carried out in the same reaction vessel, generating piperazines, or oxidation, leading to pyrazines.

Entities:  

Year:  2004        PMID: 14985820     DOI: 10.1039/b315689c

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  8 in total

1.  Green oxidations: titanium dioxide induced tandem oxidation coupling reactions.

Authors:  Vineet Jeena; Ross S Robinson
Journal:  Beilstein J Org Chem       Date:  2009-05-25       Impact factor: 2.883

2.  rac-(2R,3S)-2-Phenyl-3-(3-phenyl-1,2,3,4-tetra-hydro-quinoxalin-2-yl)quinoxaline.

Authors:  Sven Ammermann; Constantin Daniliuc; Peter G Jones; Wolf-Walther du Mont; Hans-Hermann Johannes
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2008-06-07

3.  Highly efficient synthesis of quinoxaline derivatives from 1,2-benzenediamine and α-aminoxylated 1,3-dicarbonyl compounds.

Authors:  Jianwei Yan; Yanhong Xu; Fangfang Zhuang; Jie Tian; Guisheng Zhang
Journal:  Mol Divers       Date:  2016-01-21       Impact factor: 2.943

4.  Sodium tetrachloroaurate(III) dihydrate-catalyzed efficient synthesis of 1,5-benzodiazepine and quinoxaline derivatives.

Authors:  Ren-xin Shi; Yun-kui Liu; Zhen-yuan Xu
Journal:  J Zhejiang Univ Sci B       Date:  2010-02       Impact factor: 3.066

5.  An efficient protocol for the synthesis of quinoxaline derivatives at room temperature using recyclable alumina-supported heteropolyoxometalates.

Authors:  Diego M Ruiz; Juan C Autino; Nancy Quaranta; Patricia G Vázquez; Gustavo P Romanelli
Journal:  ScientificWorldJournal       Date:  2012-03-12

6.  Iron-catalyzed one-pot synthesis of quinoxalines: transfer hydrogenative condensation of 2-nitroanilines with vicinal diols.

Authors:  Ramachandra Reddy Putta; Simin Chun; Seok Beom Lee; Junhwa Hong; Dong-Chan Oh; Suckchang Hong
Journal:  RSC Adv       Date:  2021-05-20       Impact factor: 3.361

7.  Copper-catalyzed aerobic oxidative coupling: From ketone and diamine to pyrazine.

Authors:  Kun Wu; Zhiliang Huang; Xiaotian Qi; Yingzi Li; Guanghui Zhang; Chao Liu; Hong Yi; Lingkui Meng; Emilio E Bunel; Jeffrey T Miller; Chih-Wen Pao; Jyh-Fu Lee; Yu Lan; Aiwen Lei
Journal:  Sci Adv       Date:  2015-10-09       Impact factor: 14.136

8.  Silica bonded S-sulfonic acid: a recyclable catalyst for the synthesis of quinoxalines at room temperature.

Authors:  Khodabakhsh Niknam; Dariush Saberi; Maleki Mohagheghnejad
Journal:  Molecules       Date:  2009-05-22       Impact factor: 4.411

  8 in total

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