Literature DB >> 26812622

Iron-Catalyzed Allylic Amination Directly from Allylic Alcohols.

Balakumar Emayavaramban1, Moumita Roy1, Basker Sundararaju2.   

Abstract

Allylic amination, directly from alcohols, has been demonstrated without any Lewis acid activators using an efficient and regiospecific molecular iron catalyst. Various amines and alcohols were employed and the reaction proceeded through the oxidation/reduction (redox) pathway. A direct one-step synthesis of common drugs, such as cinnarizine and nafetifine, was exhibited from cinnamyl alcohol that produced water as side product.
© 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  alcohols; allylic compounds; amination; hydrogen borrowing; iron

Mesh：

Substances：

Year:  2016        PMID： 26812622     DOI： 10.1002/chem.201505214

Source DB:  PubMed          Journal:  Chemistry        ISSN： 0947-6539            Impact factor:   5.236


  8 in total

1.  Bio-derived Production of Cinnamyl Alcohol via a Three Step Biocatalytic Cascade and Metabolic Engineering.

Authors:  Evaldas Klumbys; Ziga Zebec; Nicholas J Weise; Nicholas J Turner; Nigel S Scrutton
Journal:  Green Chem       Date:  2018-01-05       Impact factor: 10.182

2.  Effect of Re promoter on the structure and catalytic performance of Ni-Re/Al2O3 catalysts for the reductive amination of monoethanolamine.

Authors:  Lei Ma; Li Yan; An-Hui Lu; Yunjie Ding
Journal:  RSC Adv       Date:  2018-02-20       Impact factor: 4.036

3.  Enzymatic N-Allylation of Primary and Secondary Amines Using Renewable Cinnamic Acids Enabled by Bacterial Reductive Aminases.

Authors:  Godwin A Aleku; Gabriel R Titchiner; George W Roberts; Sasha R Derrington; James R Marshall; Florian Hollfelder; Nicholas J Turner; David Leys
Journal:  ACS Sustain Chem Eng       Date:  2022-05-06       Impact factor: 9.224

Review 4.  Borrowing Hydrogen for Organic Synthesis.

Authors:  Benjamin G Reed-Berendt; Daniel E Latham; Mubarak B Dambatta; Louis C Morrill
Journal:  ACS Cent Sci       Date:  2021-03-25       Impact factor: 14.553

5.  Efficient and selective N-alkylation of amines with alcohols catalysed by manganese pincer complexes.

Authors:  Saravanakumar Elangovan; Jacob Neumann; Jean-Baptiste Sortais; Kathrin Junge; Christophe Darcel; Matthias Beller
Journal:  Nat Commun       Date:  2016-10-06       Impact factor: 14.919

6.  Iron-Catalyzed Borrowing Hydrogen C-Alkylation of Oxindoles with Alcohols.

Authors:  Mubarak B Dambatta; Kurt Polidano; Alexander D Northey; Jonathan M J Williams; Louis C Morrill
Journal:  ChemSusChem       Date:  2019-05-07       Impact factor: 8.928

7.  Ruthenium and Iron-Catalysed Decarboxylative N-alkylation of Cyclic α-Amino Acids with Alcohols: Sustainable Routes to Pyrrolidine and Piperidine Derivatives.

Authors:  Anastasiia Afanasenko; Rachael Hannah; Tao Yan; Saravanakumar Elangovan; Katalin Barta
Journal:  ChemSusChem       Date:  2019-07-22       Impact factor: 8.928

8.  Efficient biosynthesis of cinnamyl alcohol by engineered Escherichia coli overexpressing carboxylic acid reductase in a biphasic system.

Authors:  Chen Zhang; Qian Xu; Hongliang Hou; Jiawei Wu; Zhaojuan Zheng; Jia Ouyang
Journal:  Microb Cell Fact       Date:  2020-08-12       Impact factor: 5.328
  8 in total

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