Literature DB >> 31068740

Diethylzinc-Mediated Metalloamination-Alkylation of N, N-Dimethylhydrazinoalkenes. Catalysis of C-Zn Alkylation Using Simple Cu(I) Salts.

Ky Mickelsen1, Sean Zabawa1, Tom Livinghouse1.   

Abstract

Metalloamination-alkylation of representative N,N-dimethyl-hydrazinoalkenes has been shown to be effectively catalyzed by CuBr-SMe2, CuCN, and Cul. The current method obviates the use of stoichiometric CuCN(LiCl)2 as a promoter for the electrophilic functionalization event.

Entities:  

Keywords:  Cu(I) catalysis; allylation; metalloamination–cyclization

Year:  2017        PMID： 31068740      PMCID： PMC6502506          DOI： 10.1055/s-0036-1588578

Source DB:  PubMed          Journal:  Synlett        ISSN： 0936-5214            Impact factor:   2.454


  28 in total

1.  Benzotrifluoride: A Useful Alternative Solvent for Organic Reactions Currently Conducted in Dichloromethane and Related Solvents.

Authors:  Akiya Ogawa; Dennis P. Curran
Journal:  J Org Chem       Date:  1997-02-07       Impact factor: 4.354

2.  No-D NMR (no-deuterium proton NMR) spectroscopy: a simple yet powerful method for analyzing reaction and reagent solutions.

Authors:  Thomas R Hoye; Brian M Eklov; Troy D Ryba; Mikhail Voloshin; Letitia J Yao
Journal:  Org Lett       Date:  2004-03-18       Impact factor: 6.005

3.  Platinum-catalyzed intramolecular hydrohydrazination: evidence for alkene insertion into a Pt-N bond.

Authors:  Jessica M Hoover; Antonio Dipasquale; James M Mayer; Forrest E Michael
Journal:  J Am Chem Soc       Date:  2010-04-14       Impact factor: 15.419

4.  The medicinal chemist's toolbox: an analysis of reactions used in the pursuit of drug candidates.

Authors:  Stephen D Roughley; Allan M Jordan
Journal:  J Med Chem       Date:  2011-05-02       Impact factor: 7.446

5.  A palladium-catalyzed aminoalkynylation strategy towards bicyclic heterocycles: synthesis of (±)-trachelanthamidine.

Authors:  Stefano Nicolai; Cyril Piemontesi; Jérôme Waser
Journal:  Angew Chem Int Ed Engl       Date:  2011-04-15       Impact factor: 15.336

Review 6.  Privileged scaffolds for library design and drug discovery.

Authors:  Matthew E Welsch; Scott A Snyder; Brent R Stockwell
Journal:  Curr Opin Chem Biol       Date:  2010-03-18       Impact factor: 8.822

7.  Asymmetric palladium-catalyzed carboamination reactions for the synthesis of enantiomerically enriched 2-(arylmethyl)- and 2-(alkenylmethyl)pyrrolidines.

Authors:  Duy N Mai; John P Wolfe
Journal:  J Am Chem Soc       Date:  2010-09-08       Impact factor: 15.419

8.  Homogeneous gold-catalyzed oxidative carboheterofunctionalization of alkenes.

Authors:  Guozhu Zhang; Li Cui; Yanzhao Wang; Liming Zhang
Journal:  J Am Chem Soc       Date:  2010-02-10       Impact factor: 15.419

9.  Multicatalytic synthesis of alpha-pyrrolidinyl ketones via a tandem palladium(II)/indium(III)-catalyzed aminochlorocarbonylation/Friedel-Crafts acylation reaction.

Authors:  Tim A Cernak; Tristan H Lambert
Journal:  J Am Chem Soc       Date:  2009-03-11       Impact factor: 15.419

10.  Hydrazides as tunable reagents for alkene hydroamination and aminocarbonylation.

Authors:  Jean-Grégoire Roveda; Christian Clavette; Ashley D Hunt; Serge I Gorelsky; Christopher J Whipp; André M Beauchemin
Journal:  J Am Chem Soc       Date:  2009-07-01       Impact factor: 15.419
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  1 in total

1.  Copper(I)-Catalyzed Cross-Coupling of 1-Bromoalkynes with N-Heterocyclic Organozinc Reagents.

Authors:  Christian Frabitore; Jérome Lépeule; Tom Livinghouse
Journal:  Molecules       Date:  2022-07-17       Impact factor: 4.927
  1 in total

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