Literature DB >> 25669319

Catalytic C-H imidation of aromatic cores of functional molecules: ligand-accelerated Cu catalysis and application to materials- and biology-oriented aromatics.

Takahiro Kawakami1, Kei Murakami, Kenichiro Itami.   

Abstract

Versatile imidation of aromatic C-H bonds was accomplished. In the presence of copper bromide and 6,6'-dimethyl-2,2'-bipyridyl, a range of aromatics, such as polycyclic aromatic hydrocarbons, aromatic bowls, porphyrins, heteroaromatics, and natural products, can be imidated by N-fluorobenzenesulfonimide. A dramatic ligand-accelerated copper catalysis and an interesting kinetic profile were uncovered.

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Year:  2015        PMID: 25669319     DOI: 10.1021/ja5130012

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  15 in total

1.  Non-directed aromatic C-H amination: catalytic and mechanistic studies enabled by Pd catalyst and reagent design.

Authors:  H M D Bandara; D Jin; M A Mantell; K D Field; A Wang; R P Narayanan; N A Deskins; M H Emmert
Journal:  Catal Sci Technol       Date:  2016-03-24       Impact factor: 6.119

2.  Enantioselective cyanation of benzylic C-H bonds via copper-catalyzed radical relay.

Authors:  Wen Zhang; Fei Wang; Scott D McCann; Dinghai Wang; Pinhong Chen; Shannon S Stahl; Guosheng Liu
Journal:  Science       Date:  2016-09-02       Impact factor: 47.728

3.  Copper-Catalyzed 1,2-Aminocyanation of Unactivated Alkenes via Cyano Migration.

Authors:  Yungeun Kwon; Qiu Wang
Journal:  Org Lett       Date:  2020-05-08       Impact factor: 6.005

4.  Direct Aryl C-H Amination with Primary Amines Using Organic Photoredox Catalysis.

Authors:  Kaila A Margrey; Alison Levens; David A Nicewicz
Journal:  Angew Chem Int Ed Engl       Date:  2017-11-13       Impact factor: 15.336

5.  Computational Study of Key Mechanistic Details for a Proposed Copper (I)-Mediated Deconstructive Fluorination of N-Protected Cyclic Amines.

Authors:  Alexey L Kaledin; Jose B Roque; Richmond Sarpong; Djamaladdin G Musaev
Journal:  Top Catal       Date:  2021-05-12       Impact factor: 2.910

6.  Metal-Catalyzed and Metal-Free Intermolecular Amination of Light Alkanes and Benzenes.

Authors:  Pericles Stavropoulos
Journal:  Comments Mod Chem A Comments Inorg Chem       Date:  2016-04-29       Impact factor: 4.533

Review 7.  Radicals: Reactive Intermediates with Translational Potential.

Authors:  Ming Yan; Julian C Lo; Jacob T Edwards; Phil S Baran
Journal:  J Am Chem Soc       Date:  2016-09-26       Impact factor: 15.419

8.  In situ generation of N-unsubstituted imines from alkyl azides and their applications for imine transfer via copper catalysis.

Authors:  Lu Hu; Yahu A Liu; Xuebin Liao
Journal:  Sci Adv       Date:  2017-08-09       Impact factor: 14.136

9.  Teaching Old Compounds New Tricks: DDQ-Photocatalyzed C-H Amination of Arenes with Carbamates, Urea, and N-Heterocycles.

Authors:  Somnath Das; Palani Natarajan; Burkhard König
Journal:  Chemistry       Date:  2017-12-07       Impact factor: 5.236

10.  Photoredox ketone catalysis for the direct C-H imidation and acyloxylation of arenes.

Authors:  Chandra Bhushan Tripathi; Tsuyoshi Ohtani; Michael T Corbett; Takashi Ooi
Journal:  Chem Sci       Date:  2017-06-05       Impact factor: 9.825

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