Literature DB >> 17696547

Copper-catalyzed amidation of sp3 C-H bonds adjacent to a nitrogen atom.

Yongming Zhang1, Hua Fu, Yuyang Jiang, Yufen Zhao.   

Abstract

We have developed a novel copper-catalyzed amidation of unactivated sp(3) C-H bonds adjacent to a nitrogen atom by using an inexpensive catalyst-oxidant (CuBr/(t)BuOOH) system under mild conditions. The dephenylation was first found for N-benzylaniline, and the new class of products provide diverse structures for pharmaceuticals and combinatorial chemistry.

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Year:  2007        PMID: 17696547     DOI: 10.1021/ol701715m

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


  7 in total

1.  Palladium(0)-catalyzed intermolecular amination of unactivated C(sp³)-H bonds.

Authors:  Jun Pan; Mingjuan Su; Stephen L Buchwald
Journal:  Angew Chem Int Ed Engl       Date:  2011-08-02       Impact factor: 15.336

2.  Facile Access to Ring-Fused Aminals via Direct α-Amination of Secondary Amines with ortho-Aminobenzaldehydes. Synthesis of Vasicine, Deoxyvasicine, Deoxyvasicinone, Mackinazolinone and Ruteacarpine.

Authors:  Matthew T Richers; Indubhusan Deb; Alena Yu Platonova; Chen Zhang; Daniel Seidel
Journal:  Synthesis (Stuttg)       Date:  2013-10-06       Impact factor: 3.157

3.  Mechanistic Studies on the Synthesis of Pyrrolidines and Piperidines via Copper-Catalyzed Intramolecular C-H Amination.

Authors:  José María Muñoz-Molina; Daniel Bafaluy; Ignacio Funes-Ardoiz; Adiran de Aguirre; Feliu Maseras; Tomás R Belderrain; Pedro J Pérez; Kilian Muñiz
Journal:  Organometallics       Date:  2022-04-29       Impact factor: 3.837

4.  Oxidative Cyclization of Sulfamate Esters Using NaOCl - A Metal-Mediated Hoffman-Löffler Freytag Reaction.

Authors:  David N Zalatan; J Du Bois
Journal:  Synlett       Date:  2009-01-01       Impact factor: 2.454

5.  Allylic amination and N-arylation-based domino reactions providing rapid three-component strategies to fused pyrroles with different substituted patterns.

Authors:  Bo Jiang; Ying Li; Man-Su Tu; Shu-Liang Wang; Shu-Jiang Tu; Guigen Li
Journal:  J Org Chem       Date:  2012-08-13       Impact factor: 4.354

Review 6.  Furo[3,2-c]coumarins carrying carbon substituents at C-2 and/or C-3. Isolation, biological activity, synthesis and reaction mechanisms.

Authors:  Iván Cortés; L Javier Cala; Andrea B J Bracca; Teodoro S Kaufman
Journal:  RSC Adv       Date:  2020-09-10       Impact factor: 4.036

Review 7.  Recent advances in copper-catalyzed C-H bond amidation.

Authors:  Jie-Ping Wan; Yanfeng Jing
Journal:  Beilstein J Org Chem       Date:  2015-11-17       Impact factor: 2.883

  7 in total

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