Literature DB >> 22492555

Amide-directed tandem C-C/C-N bond formation through C-H activation.

Chen Zhu1, Rui Wang, John R Falck.   

Abstract

The transformation of C-H bonds into other chemical bonds is of great significance in synthetic chemistry. C-H bond-activation processes provide a straightforward and atom-economic strategy for the construction of complex structures; as such, they have attracted widespread interest over the past decade. As a prevalent directing group in the field of C-H activation, the amide group not only offers excellent regiodirecting ability, but is also a potential C-N bond precursor. As a consequence, a variety of nitrogen-containing heterocycles have been obtained by using these reactions. This Focus Review addresses the recent research into the amide-directed tandem C-C/C-N bond-formation process through C-H activation. The large body of research in this field over the past three years has established it as one of the most-important topics in organic chemistry.
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

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Year:  2012        PMID: 22492555     DOI: 10.1002/asia.201200035

Source DB:  PubMed          Journal:  Chem Asian J        ISSN: 1861-471X


  19 in total

1.  Pd(II)-catalyzed C-H iodination using molecular I2 as the sole oxidant.

Authors:  Xiao-Chen Wang; Yi Hu; Samuel Bonacorsi; Yang Hong; Richard Burrell; Jin-Quan Yu
Journal:  J Am Chem Soc       Date:  2013-07-09       Impact factor: 15.419

2.  A coupling of benzamides and donor/acceptor diazo compounds to form γ-lactams via Rh(III)-catalyzed C-H activation.

Authors:  Todd K Hyster; Kyle E Ruhl; Tomislav Rovis
Journal:  J Am Chem Soc       Date:  2013-04-02       Impact factor: 15.419

3.  Asymmetric δ-Lactam Synthesis with a Monomeric Streptavidin Artificial Metalloenzyme.

Authors:  Isra S Hassan; Angeline N Ta; Michael W Danneman; Natthawat Semakul; Matthew Burns; Corey H Basch; Vanessa N Dippon; Brian R McNaughton; Tomislav Rovis
Journal:  J Am Chem Soc       Date:  2019-03-13       Impact factor: 15.419

4.  Complementary regioselectivity in Rh(III)-catalyzed insertions of potassium vinyltrifluoroborate via C-H activation: preparation and use of 4-trifluoroboratotetrahydroisoquinolones.

Authors:  Marc Presset; Daniel Oehlrich; Frederik Rombouts; Gary A Molander
Journal:  Org Lett       Date:  2013-03-15       Impact factor: 6.005

5.  Ruthenium-Catalyzed C-H Bond Activation Approach to Azolyl Aminals and Hemiaminal Ethers, Mechanistic Evaluations, and Isomer Interconversion.

Authors:  Manish K Singh; Hari K Akula; Sakilam Satishkumar; Lothar Stahl; Mahesh K Lakshman
Journal:  ACS Catal       Date:  2016-02-18       Impact factor: 13.084

6.  A combination of directing groups and chiral anion phase-transfer catalysis for enantioselective fluorination of alkenes.

Authors:  Jeffrey Wu; Yi-Ming Wang; Amela Drljevic; Vivek Rauniyar; Robert J Phipps; F Dean Toste
Journal:  Proc Natl Acad Sci U S A       Date:  2013-08-06       Impact factor: 11.205

7.  Rhodium catalyzed synthesis of isoindolinones via C-H activation of N-benzoylsulfonamides.

Authors:  Chen Zhu; John R Falck
Journal:  Tetrahedron       Date:  2012-09-04       Impact factor: 2.457

8.  Transformations of X (C, O, N)-CN Bonds: Cases of Selective X (C, O, N)-C Activation.

Authors:  Rui Wang; John Russell Falck
Journal:  RSC Adv       Date:  2014-01-01       Impact factor: 3.361

Review 9.  A comprehensive overview of directing groups applied in metal-catalysed C-H functionalisation chemistry.

Authors:  Carlo Sambiagio; David Schönbauer; Remi Blieck; Toan Dao-Huy; Gerit Pototschnig; Patricia Schaaf; Thomas Wiesinger; Muhammad Farooq Zia; Joanna Wencel-Delord; Tatiana Besset; Bert U W Maes; Michael Schnürch
Journal:  Chem Soc Rev       Date:  2018-08-28       Impact factor: 54.564

10.  Copper-catalyzed CuAAC/intramolecular C-H arylation sequence: Synthesis of annulated 1,2,3-triazoles.

Authors:  Rajkumar Jeyachandran; Harish Kumar Potukuchi; Lutz Ackermann
Journal:  Beilstein J Org Chem       Date:  2012-10-16       Impact factor: 2.883

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