Literature DB >> 12816436

Efficient nickel-mediated intramolecular amination of aryl chlorides.

Rafik Omar-Amrani1, Antoine Thomas, Eric Brenner, Raphaël Schneider, Yves Fort.   

Abstract

The use of an in situ generated Ni(0) catalyst associated with 2,2'-bipyridine or N,N'-bis(2,6-diisopropylphenyl)dihydroimidazol-2-ylidene (SIPr) as a ligand and NaO-t-Bu as the base for the intramolecular coupling of aryl chlorides with amines is described. The procedure has been applied to the formation of five-, six-, and seven-membered rings. [reaction: see text]

Entities:  

Year:  2003        PMID： 12816436     DOI： 10.1021/ol034659w

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


  13 in total

Review 1.  Nickel-catalyzed cross-couplings involving carbon-oxygen bonds.

Authors:  Brad M Rosen; Kyle W Quasdorf; Daniella A Wilson; Na Zhang; Ana-Maria Resmerita; Neil K Garg; Virgil Percec
Journal:  Chem Rev       Date:  2010-12-06       Impact factor: 60.622

2.  Synthesis of indolines via a domino Cu-catalyzed amidation/cyclization reaction.

Authors:  Ana Minatti; Stephen L Buchwald
Journal:  Org Lett       Date:  2008-06-04       Impact factor: 6.005

3.  Rapid and efficient access to secondary arylmethylamines.

Authors:  Nicolas Fleury-Brégeot; Jessica Raushel; Deidre L Sandrock; Spencer D Dreher; Gary A Molander
Journal:  Chemistry       Date:  2012-07-05       Impact factor: 5.236

4.  Using JPP to Identify Ni Bidentate Phosphine Complexes In Situ.

Authors:  Matthew D Hannigan; Anne J McNeil; Paul M Zimmerman
Journal:  Inorg Chem       Date:  2021-08-18       Impact factor: 5.165

5.  Development of an air-stable nickel precatalyst for the amination of aryl chlorides, sulfamates, mesylates, and triflates.

Authors:  Nathaniel H Park; Georgiy Teverovskiy; Stephen L Buchwald
Journal:  Org Lett       Date:  2013-11-27       Impact factor: 6.005

6.  Nickel-catalyzed amination of aryl sulfamates and carbamates using an air-stable precatalyst.

Authors:  Liana Hie; Stephen D Ramgren; Tehetena Mesganaw; Neil K Garg
Journal:  Org Lett       Date:  2012-07-31       Impact factor: 6.005

7.  Synthesis and profiling of a diverse collection of azetidine-based scaffolds for the development of CNS-focused lead-like libraries.

Authors:  Jason T Lowe; Maurice D Lee; Lakshmi B Akella; Emeline Davoine; Etienne J Donckele; Landon Durak; Jeremy R Duvall; Baudouin Gerard; Edward B Holson; Adrien Joliton; Sarathy Kesavan; Berenice C Lemercier; Haibo Liu; Jean-Charles Marié; Carol A Mulrooney; Giovanni Muncipinto; Morgan Welzel-O'Shea; Laura M Panko; Ann Rowley; Byung-Chul Suh; Meryl Thomas; Florence F Wagner; Jingqiang Wei; Michael A Foley; Lisa A Marcaurelle
Journal:  J Org Chem       Date:  2012-08-10       Impact factor: 4.354

Review 8.  Two decades of recent advances of Ugi reactions: synthetic and pharmaceutical applications.

Authors:  Manar Ahmed Fouad; Hamida Abdel-Hamid; Mohammed Salah Ayoup
Journal:  RSC Adv       Date:  2020-11-23       Impact factor: 4.036

9.  Controlling first-row catalysts: amination of aryl and heteroaryl chlorides and bromides with primary aliphatic amines catalyzed by a BINAP-ligated single-component Ni(0) complex.

Authors:  Shaozhong Ge; Rebecca A Green; John F Hartwig
Journal:  J Am Chem Soc       Date:  2014-01-21       Impact factor: 15.419

10.  Nickel-Catalyzed Amination of Aryl Chlorides and Sulfamates in 2-Methyl-THF.

Authors:  Noah F Fine Nathel; Junyong Kim; Liana Hie; Xingyu Jiang; Neil K Garg
Journal:  ACS Catal       Date:  2014-08-20       Impact factor: 13.084
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