Literature DB >> 21671630

sp3 C-H bond activation with ruthenium(II) catalysts and C(3)-alkylation of cyclic amines.

Basker Sundararaju1, Mathieu Achard, Gangavaram V M Sharma, Christian Bruneau.   

Abstract

A selective C(3)-alkylation via activation/functionalization of sp(3) C-H bond of saturated cyclic amines was promoted by (arene)ruthenium(II) complexes featuring a bidentate phosphino-sulfonate ligand upon reaction with aldehydes. This highly regioselective sustainable transformation takes place via initial dehydrogenation of cyclic amines and hydrogen autotransfer processes.

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Year:  2011        PMID： 21671630     DOI： 10.1021/ja203875d

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


  15 in total

1.  Redox-Neutral Aromatization of Cyclic Amines: Mechanistic Insights and Harnessing of Reactive Intermediates for Amine α- and β-C-H Functionalization.

Authors:  Longle Ma; Anirudra Paul; Martin Breugst; Daniel Seidel
Journal:  Chemistry       Date:  2016-11-09       Impact factor: 5.236

2.  β-Functionalization of Saturated Aza-Heterocycles Enabled by Organic Photoredox Catalysis.

Authors:  Natalie Holmberg-Douglas; Younggi Choi; Brian Aquila; Hoan Huynh; David A Nicewicz
Journal:  ACS Catal       Date:  2021-02-24       Impact factor: 13.700

Review 3.  Transition-metal-catalyzed laboratory-scale carbon-carbon bond-forming reactions of ethylene.

Authors:  Vaneet Saini; Benjamin J Stokes; Matthew S Sigman
Journal:  Angew Chem Int Ed Engl       Date:  2013-09-17       Impact factor: 15.336

4.  Redox-neutral α,β-difunctionalization of cyclic amines.

Authors:  Weijie Chen; YoungKu Kang; Richard G Wilde; Daniel Seidel
Journal:  Angew Chem Int Ed Engl       Date:  2014-04-01       Impact factor: 15.336

5.  N-Heterocyclic Carbene Ligand-Enabled C(sp(3))-H Arylation of Piperidine and Tetrahydropyran Derivatives.

Authors:  Shengqing Ye; Weibo Yang; Timothy Coon; Dewey Fanning; Tim Neubert; Dean Stamos; Jin-Quan Yu
Journal:  Chemistry       Date:  2016-02-24       Impact factor: 5.236

6.  Rapid functionalization of multiple C-H bonds in unprotected alicyclic amines.

Authors:  Weijie Chen; Anirudra Paul; Khalil A Abboud; Daniel Seidel
Journal:  Nat Chem       Date:  2020-03-30       Impact factor: 24.427

7.  Mechanistic investigations and substrate scope evaluation of ruthenium-catalyzed direct sp3 arylation of benzylic positions directed by 3-substituted pyridines.

Authors:  Navid Dastbaravardeh; Karl Kirchner; Michael Schnürch; Marko D Mihovilovic
Journal:  J Org Chem       Date:  2013-01-03       Impact factor: 4.354

8.  First selective direct mono-arylation of piperidines using ruthenium-catalyzed C-H activation.

Authors:  Maria C Schwarz; Navid Dastbaravardeh; Karl Kirchner; Michael Schnürch; Marko D Mihovilovic
Journal:  Monatsh Chem       Date:  2013-04-03       Impact factor: 1.451

9.  Practical iridium-catalyzed direct α-arylation of N-heteroarenes with (hetero)arylboronic acids by H2O-mediated H2 evolution.

Authors:  Liang Cao; He Zhao; Rongqing Guan; Huanfeng Jiang; Pierre H Dixneuf; Min Zhang
Journal:  Nat Commun       Date:  2021-07-09       Impact factor: 14.919

10.  Aryl Bromides and Aryl Chlorides for the Direct Arylation of Benzylic Amines Mediated by Ruthenium(II).

Authors:  Navid Dastbaravardeh; Michael Schnürch; Marko D Mihovilovic
Journal:  European J Org Chem       Date:  2013-03-22
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