Literature DB >> 30789740

Iron-Catalyzed Hydroamination and Hydroetherification of Unactivated Alkenes.

Paul T Marcyk1, Silas P Cook1.   

Abstract

The hydrofunctionalization of alkenes, explored for over 100 years, offers the potential for a direct, atom-economical approach to value-added products. While thermodynamically favored, the kinetic barrier to such processes necessitates the use of catalysts to control selectivity and reactivity. Modern variants typically rely on noble metals that require different ligands for each class of hydrofunctionalization, thereby limiting generality. This Letter describes a general iron-based system that catalyzes the hydroamination and hydroetherification of simple unactivated olefins.

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Year:  2019        PMID: 30789740      PMCID: PMC6583794          DOI: 10.1021/acs.orglett.9b00427

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


  20 in total

1.  Metal-catalyzed carbon-sulfur bond formation.

Authors:  T Kondo; T A Mitsudo Ta
Journal:  Chem Rev       Date:  2000-08-09       Impact factor: 60.622

2.  Regioselective indium(III) trifluoromethanesulfonate-catalyzed hydrothiolation of non-activated olefins.

Authors:  Michel Weïwer; Lydie Coulombel; Elisabet Duñach
Journal:  Chem Commun (Camb)       Date:  2005-11-29       Impact factor: 6.222

3.  Gold(I)-catalyzed intra- and intermolecular hydroamination of unactivated olefins.

Authors:  Junliang Zhang; Cai-Guang Yang; Chuan He
Journal:  J Am Chem Soc       Date:  2006-02-15       Impact factor: 15.419

4.  A simple and efficient iron-catalyzed intramolecular hydroamination of unactivated olefins.

Authors:  Kimihiro Komeyama; Takayuki Morimoto; Ken Takaki
Journal:  Angew Chem Int Ed Engl       Date:  2006-04-28       Impact factor: 15.336

5.  Brønsted acid catalyzed addition of phenols, carboxylic acids, and tosylamides to simple olefins.

Authors:  Zigang Li; Junliang Zhang; Chad Brouwer; Cai-Guang Yang; Nicholas W Reich; Chuan He
Journal:  Org Lett       Date:  2006-09-14       Impact factor: 6.005

6.  Hydroamination and hydroalkoxylation catalyzed by triflic acid. Parallels to reactions initiated with metal triflates.

Authors:  Devon C Rosenfeld; Shashank Shekhar; Akihiro Takemiya; Masaru Utsunomiya; John F Hartwig
Journal:  Org Lett       Date:  2006-09-14       Impact factor: 6.005

7.  Copper-catalyzed intermolecular hydroamination of alkenes.

Authors:  Jason G Taylor; Neil Whittall; King Kuok Mimi Hii
Journal:  Org Lett       Date:  2006-08-03       Impact factor: 6.005

8.  Brønsted acid-catalyzed intramolecular hydroamination of protected alkenylamines. Synthesis of pyrrolidines and piperidines.

Authors:  Björn Schlummer; John F Hartwig
Journal:  Org Lett       Date:  2002-05-02       Impact factor: 6.005

9.  Direct measurement of the thermodynamics of vinylarene hydroamination.

Authors:  Adam M Johns; Norio Sakai; André Ridder; John F Hartwig
Journal:  J Am Chem Soc       Date:  2006-07-26       Impact factor: 15.419

10.  Proton-catalyzed hydroamination and hydroarylation reactions of anilines and alkenes: a dramatic effect of counteranions on reaction efficiency.

Authors:  Laura L Anderson; John Arnold; Robert G Bergman
Journal:  J Am Chem Soc       Date:  2005-10-26       Impact factor: 15.419

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  3 in total

1.  Synthesis of Tetrahydroisoquinolines Through an Iron-Catalyzed Cascade: Tandem Alcohol Substitution and Hydroamination.

Authors:  Paul T Marcyk; Silas P Cook
Journal:  Org Lett       Date:  2019-08-16       Impact factor: 6.005

2.  Catalytic Hydroetherification of Unactivated Alkenes Enabled by Proton-Coupled Electron Transfer.

Authors:  Elaine Tsui; Anthony J Metrano; Yuto Tsuchiya; Robert R Knowles
Journal:  Angew Chem Int Ed Engl       Date:  2020-05-18       Impact factor: 15.336

3.  Development of highly efficient platinum catalysts for hydroalkoxylation and hydroamination of unactivated alkenes.

Authors:  Yali Zhou; Xingjun Xu; Hongwei Sun; Guanyu Tao; Xiao-Yong Chang; Xiangyou Xing; Bo Chen; Chen Xu
Journal:  Nat Commun       Date:  2021-03-29       Impact factor: 14.919

  3 in total

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