Literature DB >> 23252919

Copper-catalyzed aliphatic C-H amination with an amidine moiety.

Hui Chen1, Stephen Sanjaya, Yi-Feng Wang, Shunsuke Chiba.   

Abstract

A method for amination of aliphatic C-H bonds of N-alkylamidines is described that utilizes Cu(OAc)(2) as the catalyst in the presence of PhI(OAc)(2) and K(3)PO(4). The resulting products, dihydroimidazoles and tetrahydropyrimidines, could be converted into the corresponding diamines by hydride reduction.

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Year:  2012        PMID： 23252919     DOI： 10.1021/ol303302r

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


  7 in total

1.  Modifying Positional Selectivity in C-H Functionalization Reactions with Nitrogen-Centered Radicals: Generalizable Approaches to 1,6-Hydrogen-Atom Transfer Processes.

Authors:  Melanie A Short; J Miles Blackburn; Jennifer L Roizen
Journal:  Synlett       Date:  2019-11-27       Impact factor: 2.454

2.  Directed β C-H Amination of Alcohols via Radical Relay Chaperones.

Authors:  Ethan A Wappes; Kohki M Nakafuku; David A Nagib
Journal:  J Am Chem Soc       Date:  2017-07-25       Impact factor: 15.419

3.  Remote C-H Functionalization via Selective Hydrogen Atom Transfer.

Authors:  Leah M Stateman; Kohki M Nakafuku; David A Nagib
Journal:  Synthesis (Stuttg)       Date:  2018-02-12       Impact factor: 3.157

4.  Radical cascade synthesis of azoles via tandem hydrogen atom transfer.

Authors:  Andrew D Chen; James H Herbort; Ethan A Wappes; Kohki M Nakafuku; Darsheed N Mustafa; David A Nagib
Journal:  Chem Sci       Date:  2020-01-31       Impact factor: 9.825

5.  Catalytic Synthesis of N-Heterocycles via Direct C(sp3)-H Amination Using an Air-Stable Iron(III) Species with a Redox-Active Ligand.

Authors:  Bidraha Bagh; Daniël L J Broere; Vivek Sinha; Petrus F Kuijpers; Nicolaas P van Leest; Bas de Bruin; Serhiy Demeshko; Maxime A Siegler; Jarl Ivar van der Vlugt
Journal:  J Am Chem Soc       Date:  2017-03-28       Impact factor: 15.419

6.  Diverse secondary C(sp3)-H bond functionalization via site-selective trifluoroacetoxylation of aliphatic amines.

Authors:  Yongzhen Tang; Yuman Qin; Dongmei Meng; Chaoqun Li; Junfa Wei; Mingyu Yang
Journal:  Chem Sci       Date:  2018-06-28       Impact factor: 9.825

7.  Aerobic radical multifunctionalization of alkenes using tert-butyl nitrite and water.

Authors:  Daisuke Hirose; Tsuyoshi Taniguchi
Journal:  Beilstein J Org Chem       Date:  2013-08-20       Impact factor: 2.883
  7 in total

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