Literature DB >> 20297848

Copper-catalyzed amination of primary benzylic C-H bonds with primary and secondary sulfonamides.

David A Powell1, Hope Fan.   

Abstract

A room-temperature, copper-catalyzed amination of primary benzylic C-H bonds with primary and secondary sulfonamides is described. The reaction is applicable to the coupling of a range of primary and secondary benzylic hydrocarbons with a diverse set of sulfonamides and is tolerant of substitution on both coupling partners. Factors which influence the selectivity of C-H functionalization between primary and secondary sites are examined.

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Year:  2010        PMID: 20297848     DOI: 10.1021/jo100197r

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  8 in total

1.  Radical C(sp3)-H functionalization and cross-coupling reactions.

Authors:  Dung L Golden; Sung-Eun Suh; Shannon S Stahl
Journal:  Nat Rev Chem       Date:  2022-05-17       Impact factor: 34.571

2.  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

3.  Ligand-free iron-catalyzed benzylic C (sp3)-H amination of methylarenes with N-fluorobenzenesulfonimide.

Authors:  Fengyu Bao; Yuanbo Cao; Wenbo Liu; Junhao Zhu
Journal:  RSC Adv       Date:  2019-09-04       Impact factor: 4.036

4.  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

5.  Chemoselective activation of sp(3) vs sp(2) C-H bonds with Pd(II).

Authors:  John M Curto; Marisa C Kozlowski
Journal:  J Am Chem Soc       Date:  2014-12-29       Impact factor: 15.419

6.  Copper-catalyzed intermolecular amidation and imidation of unactivated alkanes.

Authors:  Ba L Tran; Bijie Li; Matthias Driess; John F Hartwig
Journal:  J Am Chem Soc       Date:  2014-01-30       Impact factor: 15.419

7.  Copper-catalyzed intermolecular C(sp3)-H bond functionalization towards the synthesis of tertiary carbamates.

Authors:  Prasanna Kumara Chikkade; Yoichiro Kuninobu; Motomu Kanai
Journal:  Chem Sci       Date:  2015-03-23       Impact factor: 9.825

Review 8.  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

  8 in total

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