Literature DB >> 12049516

Synthesis of primary amines: first homogeneously catalyzed reductive amination with ammonia.

Thoralf Gross1, Abdul Majeed Seayad, Moballigh Ahmad, Matthias Beller.   

Abstract

[reaction: see text] The synthesis of primary amines via reductive amination of the corresponding carbonyl compounds with aqueous ammonia is achieved for the first time with soluble transition metal complexes. Up to an 86% yield and a 97% selectivity for benzylamines were obtained in the case of various benzaldehydes by using a Rh-catalyst together with water-soluble phosphine and ammonium acetate. In the case of aliphatic aldehydes, a bimetallic catalyst based on Rh/Ir gave improved results.

Entities:  

Year:  2002        PMID: 12049516     DOI: 10.1021/ol0200605

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


  12 in total

1.  Vinylation of Benzylic Amines via C-N Bond Functionalization of Benzylic Pyridinium Salts.

Authors:  Weiye Guan; Jennie Liao; Mary P Watson
Journal:  Synthesis (Stuttg)       Date:  2018-06-08       Impact factor: 3.157

Review 2.  Catalytic organometallic reactions of ammonia.

Authors:  Jessica L Klinkenberg; John F Hartwig
Journal:  Angew Chem Int Ed Engl       Date:  2011-01-03       Impact factor: 15.336

3.  Palladium-catalyzed coupling of ammonia with aryl chlorides, bromides, iodides, and sulfonates: a general method for the preparation of primary arylamines.

Authors:  Giang D Vo; John F Hartwig
Journal:  J Am Chem Soc       Date:  2009-08-12       Impact factor: 15.419

4.  A One-Pot Selective Synthesis of N-Boc Protected Secondary Amines: Tandem Direct Reductive Amination/N-Boc Protection.

Authors:  Raghupathi Neelarapu; Pavel A Petukhov
Journal:  Tetrahedron       Date:  2012-06-22       Impact factor: 2.457

5.  Transforming Benzylic Amines into Diarylmethanes: Cross-Couplings of Benzylic Pyridinium Salts via C-N Bond Activation.

Authors:  Jennie Liao; Weiye Guan; Brian P Boscoe; Joseph W Tucker; John W Tomlin; Michelle R Garnsey; Mary P Watson
Journal:  Org Lett       Date:  2018-05-10       Impact factor: 6.005

6.  Palladium-catalyzed regiodivergent hydroaminocarbonylation of alkenes to primary amides with ammonium chloride.

Authors:  Bao Gao; Guoying Zhang; Xibing Zhou; Hanmin Huang
Journal:  Chem Sci       Date:  2017-10-24       Impact factor: 9.825

7.  Characterization of a Putrescine Transaminase From Pseudomonas putida and its Application to the Synthesis of Benzylamine Derivatives.

Authors:  James L Galman; Deepankar Gahloth; Fabio Parmeggiani; Iustina Slabu; David Leys; Nicholas J Turner
Journal:  Front Bioeng Biotechnol       Date:  2018-12-21

8.  A high performance catalyst of shape-specific ruthenium nanoparticles for production of primary amines by reductive amination of carbonyl compounds.

Authors:  Debraj Chandra; Yasunori Inoue; Masato Sasase; Masaaki Kitano; Asim Bhaumik; Keigo Kamata; Hideo Hosono; Michikazu Hara
Journal:  Chem Sci       Date:  2018-06-18       Impact factor: 9.825

9.  Pd-CuFe Catalyst for Transfer Hydrogenation of Nitriles: Controllable Selectivity to Primary Amines and Secondary Amines.

Authors:  Lei Liu; Yuhong Liu; Yongjian Ai; Jifan Li; Junjie Zhou; Zhibo Fan; Hongjie Bao; Ruihang Jiang; Zenan Hu; Jingting Wang; Ke Jing; Yue Wang; Qionglin Liang; Hongbin Sun
Journal:  iScience       Date:  2018-09-19

10.  Simple ruthenium-catalyzed reductive amination enables the synthesis of a broad range of primary amines.

Authors:  Thirusangumurugan Senthamarai; Kathiravan Murugesan; Jacob Schneidewind; Narayana V Kalevaru; Wolfgang Baumann; Helfried Neumann; Paul C J Kamer; Matthias Beller; Rajenahally V Jagadeesh
Journal:  Nat Commun       Date:  2018-10-08       Impact factor: 14.919

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