Literature DB >> 19296636

Chemoselective C-H bond activation: ligand and solvent free iron-catalyzed oxidative C-C cross-coupling of tertiary amines with terminal alkynes. Reaction scope and mechanism.

Chandra M Rao Volla1, Pierre Vogel.   

Abstract

FeCl(2) catalyzes the oxidative C-C cross-coupling of tertiary amines with terminal alkynes into propargylamines using (t-BuO)(2) as oxidant. The reaction can be applied to aromatic and aliphatic amines and alkynes without solvent. High chemoselectivity for aminomethyl groups is due to a steric factor.

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Year:  2009        PMID: 19296636     DOI: 10.1021/ol9002509

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


  4 in total

1.  Redox-neutral copper(II) carboxylate catalyzed α-alkynylation of amines.

Authors:  Deepankar Das; Aaron X Sun; Daniel Seidel
Journal:  Angew Chem Int Ed Engl       Date:  2013-02-25       Impact factor: 15.336

2.  Direct functionalization of (un)protected tetrahydroisoquinoline and isochroman under iron and copper catalysis: two metals, two mechanisms.

Authors:  Michael Ghobrial; Michael Schnürch; Marko D Mihovilovic
Journal:  J Org Chem       Date:  2011-10-05       Impact factor: 4.354

3.  Minimization of Back-Electron Transfer Enables the Elusive sp3 C-H Functionalization of Secondary Anilines.

Authors:  Huaibo Zhao; Daniele Leonori
Journal:  Angew Chem Int Ed Engl       Date:  2021-03-03       Impact factor: 15.336

4.  Multimetallic catalysed radical oxidative C(sp(3))-H/C(sp)-H cross-coupling between unactivated alkanes and terminal alkynes.

Authors:  Shan Tang; Pan Wang; Haoran Li; Aiwen Lei
Journal:  Nat Commun       Date:  2016-06-24       Impact factor: 14.919

  4 in total

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