Literature DB >> 21928852

Intermolecular oxidative C-N bond formation under metal-free conditions: control of chemoselectivity between aryl sp2 and benzylic sp3 C-H bond imidation.

Hyun Jin Kim1, Jiyu Kim, Seung Hwan Cho, Sukbok Chang.   

Abstract

A new synthetic approach toward intermolecular oxidative C-N bond formation of n class="Chemical">arenes has been developed under transition-metal-free conditions. Complete control of chemoselectivity between aryl sp(2) and benzylic sp(3) C-H bond imidation was achieved by the choice of nitrogen sources, representatively being phthalimide and dibenzenesulfonimide, respectively.

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Year:  2011        PMID: 21928852     DOI: 10.1021/ja207296y

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


  28 in total

1.  Pd-catalyzed aryl C-H imidation with arene as the limiting reagent.

Authors:  Gregory B Boursalian; Ming-Yu Ngai; Katarzyna N Hojczyk; Tobias Ritter
Journal:  J Am Chem Soc       Date:  2013-09-03       Impact factor: 15.419

2.  Metal-free intermolecular oxidative C-N bond formation via tandem C-H and N-H bond functionalization.

Authors:  Abhishek A Kantak; Shathaverdhan Potavathri; Rose A Barham; Kaitlyn M Romano; Brenton DeBoef
Journal:  J Am Chem Soc       Date:  2011-11-16       Impact factor: 15.419

3.  Regioselective C-H bond amination by aminoiodanes.

Authors:  Abhishek A Kantak; Louis Marchetti; Brenton DeBoef
Journal:  Chem Commun (Camb)       Date:  2015-02-28       Impact factor: 6.222

4.  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

5.  Site-Selective Copper-Catalyzed Amination and Azidation of Arenes and Heteroarenes via Deprotonative Zincation.

Authors:  Charles E Hendrick; Katie J Bitting; Seoyoung Cho; Qiu Wang
Journal:  J Am Chem Soc       Date:  2017-08-14       Impact factor: 15.419

6.  A Strategy to Aminate Pyridines, Diazines, and Pharmaceuticals via Heterocyclic Phosphonium Salts.

Authors:  Chirag Patel; Margaret Mohnike; Michael C Hilton; Andrew McNally
Journal:  Org Lett       Date:  2018-04-17       Impact factor: 6.005

7.  Metal-Free Direct Amidation of Naphthoquinones Using Hydroxamic Acids as an Amide Source: Application in the Synthesis of an HDAC6 Inhibitor.

Authors:  Cheng Zhang; C James Chou
Journal:  Org Lett       Date:  2016-10-19       Impact factor: 6.005

8.  Directed amination of non-acidic arene C-H bonds by a copper-silver catalytic system.

Authors:  Ly Dieu Tran; James Roane; Olafs Daugulis
Journal:  Angew Chem Int Ed Engl       Date:  2013-04-24       Impact factor: 15.336

9.  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

10.  Palladium-catalyzed intermolecular aminoacetoxylation of alkenes and the influence of PhI(OAc)2 on aminopalladation stereoselectivity.

Authors:  Claudio Martínez; Yichen Wu; Adam B Weinstein; Shannon S Stahl; Guosheng Liu; Kilian Muñiz
Journal:  J Org Chem       Date:  2013-06-04       Impact factor: 4.354

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