Literature DB >> 15125656

Copper-catalyzed electrophilic amination of diorganozinc reagents.

Ashley M Berman1, Jeffrey S Johnson.   

Abstract

The copper-catalyzed electrophilic amination of diorganozinc reagents employing O-acyl N,N-dialkyl hydroxylamine derivatives as aminating agents is described. This reaction offers a general method for the preparation of tertiary amines in high yields and is noteworthy for its convenience both in terms of reaction conditions employed (room temperature, </=1 h) and ease of product isolation (acid/base extractive workup).

Entities:  

Year:  2004        PMID: 15125656     DOI: 10.1021/ja049474e

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


  37 in total

1.  α-Amination of keto-nitrones via multihetero-Cope rearrangement employing an imidoyl chloride reagent.

Authors:  Justin T Malinowski; Ericka J Malow; Jeffrey S Johnson
Journal:  Chem Commun (Camb)       Date:  2012-06-26       Impact factor: 6.222

2.  A Modified System for the Synthesis of Enantioenriched N-Arylamines through Copper-Catalyzed Hydroamination.

Authors:  Saki Ichikawa; Shaolin Zhu; Stephen L Buchwald
Journal:  Angew Chem Int Ed Engl       Date:  2018-06-12       Impact factor: 15.336

3.  Transition-metal free umpolung carbon-nitrogen vs. carbon-chlorine bond formation.

Authors:  John J Sirois; Brenton DeBoef
Journal:  Tetrahedron Lett       Date:  2015-10-07       Impact factor: 2.415

4.  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

5.  Copper-Catalyzed Amidation of Primary and Secondary Alkyl Boronic Esters.

Authors:  Luis M Mori-Quiroz; Kirk W Shimkin; Sina Rezazadeh; Ryan A Kozlowski; Donald A Watson
Journal:  Chemistry       Date:  2016-09-22       Impact factor: 5.236

6.  Copper-Catalyzed Modular Amino Oxygenation of Alkenes: Access to Diverse 1,2-Amino Oxygen-Containing Skeletons.

Authors:  Brett N Hemric; Andy W Chen; Qiu Wang
Journal:  J Org Chem       Date:  2019-01-17       Impact factor: 4.354

7.  Non-Deprotonative Primary and Secondary Amination of (Hetero)Arylmetals.

Authors:  Zhe Zhou; Zhiwei Ma; Nicole Erin Behnke; Hongyin Gao; László Kürti
Journal:  J Am Chem Soc       Date:  2016-12-23       Impact factor: 15.419

8.  Synthesis of Secondary Unsaturated Lactams via an Aza-Heck Reaction.

Authors:  Scott A Shuler; Guoyin Yin; Sarah B Krause; Caroline M Vesper; Donald A Watson
Journal:  J Am Chem Soc       Date:  2016-10-18       Impact factor: 15.419

9.  Modular ipso/ ortho Difunctionalization of Aryl Bromides via Palladium/Norbornene Cooperative Catalysis.

Authors:  Zhe Dong; Gang Lu; Jianchun Wang; Peng Liu; Guangbin Dong
Journal:  J Am Chem Soc       Date:  2018-06-27       Impact factor: 15.419

10.  Selective formation of secondary amides via the copper-catalyzed cross-coupling of alkylboronic acids with primary amides.

Authors:  Steven A Rossi; Kirk W Shimkin; Qun Xu; Luis M Mori-Quiroz; Donald A Watson
Journal:  Org Lett       Date:  2013-04-23       Impact factor: 6.005

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