Literature DB >> 17935344

Cobalt-catalyzed intramolecular C-H amination with arylsulfonyl azides.

Joshua V Ruppel1, Rajesh M Kamble, X Peter Zhang.   

Abstract

Cobalt complexes of porphyrins are effective catalysts for intramolecular C-H amination with arylsulfonyl azides. The cobalt-catalyzed process can proceed efficiently under mild and neutral conditions in low catalyst loading without the need of other reagents or additives, generating nitrogen gas as the only byproduct. The catalytic system can be applied to primary, secondary, and tertiary C-H bonds and is suitable for a broad range of arylsulfonyl azides, leading to high-yielding syntheses of various benzosultams.

Entities:  

Year:  2007        PMID: 17935344     DOI: 10.1021/ol702265h

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


  32 in total

1.  Effect of proximal ligand substitutions on the carbene and nitrene transferase activity of myoglobin.

Authors:  Eric J Moore; Rudi Fasan
Journal:  Tetrahedron       Date:  2019-03-11       Impact factor: 2.457

Review 2.  Expanding P450 catalytic reaction space through evolution and engineering.

Authors:  John A McIntosh; Christopher C Farwell; Frances H Arnold
Journal:  Curr Opin Chem Biol       Date:  2014-03-20       Impact factor: 8.822

3.  Regioselective differentiation of vicinal methylene C-H bonds enabled by silver-catalysed nitrene transfer.

Authors:  Ryan J Scamp; Bradley Scheffer; Jennifer M Schomaker
Journal:  Chem Commun (Camb)       Date:  2019-06-20       Impact factor: 6.222

4.  Chemoselective amination of propargylic C(sp³)-H bonds by cobalt(II)-based metalloradical catalysis.

Authors:  Hongjian Lu; Chaoqun Li; Huiling Jiang; Christopher L Lizardi; X Peter Zhang
Journal:  Angew Chem Int Ed Engl       Date:  2014-05-19       Impact factor: 15.336

5.  Mechanism-Guided Design and Discovery of Efficient Cytochrome P450-Derived C-H Amination Biocatalysts.

Authors:  Viktoria Steck; Joshua N Kolev; Xinkun Ren; Rudi Fasan
Journal:  J Am Chem Soc       Date:  2020-06-01       Impact factor: 15.419

6.  Sulfamate Esters Guide C(3)-Selective Xanthylation of Alkanes.

Authors:  Suraj K Ayer; J L Roizen
Journal:  J Org Chem       Date:  2019-02-26       Impact factor: 4.354

7.  Recent advances in transition metal-catalyzed N-atom transfer reactions of azides.

Authors:  Tom G Driver
Journal:  Org Biomol Chem       Date:  2010-07-08       Impact factor: 3.876

8.  Stereoselective radical amination of electron-deficient C(sp3)-H bonds by Co(II)-based metalloradical catalysis: direct synthesis of α-amino acid derivatives via α-C-H amination.

Authors:  Hongjian Lu; Yang Hu; Huiling Jiang; Lukasz Wojtas; X Peter Zhang
Journal:  Org Lett       Date:  2012-09-21       Impact factor: 6.005

9.  Room Temperature Activation of Aryloxysulfonyl Azides by [Co(II)(TPP)] for Selective Radical Aziridination of Alkenes via Metalloradical Catalysis.

Authors:  Velusamy Subbarayan; Li-Mei Jin; Cui Xin; X Peter Zhang
Journal:  Tetrahedron Lett       Date:  2015-06-03       Impact factor: 2.415

10.  Sulfamate Esters Guide Selective Radical-Mediated Chlorination of Aliphatic C-H Bonds.

Authors:  Melanie A Short; J Miles Blackburn; Jennifer L Roizen
Journal:  Angew Chem Int Ed Engl       Date:  2017-12-07       Impact factor: 15.336

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