Literature DB >> 25256038

Metal-free catalyst for the chemoselective methylation of amines using carbon dioxide as a carbon source.

Shoubhik Das1, Felix D Bobbink, Gabor Laurenczy, Paul J Dyson.   

Abstract

N-methylation of amines is an important step in the synthesis of many pharmaceuticals and has been widely applied in the preparation of other key intermediates and chemicals. Therefore, the development of efficient methylation methods has attracted considerable attention. In this respect, carbon dioxide is an attractive C1 building block because it is an abundant, renewable, and nontoxic carbon source. Consequently, we developed a highly chemoselective, metal-free catalytic system that operates under ambient conditions for the N-methylation of amines.
© 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  N-heterocyclic carbenes; carbon dioxide; methylation; organocatalysis; sustainable chemistry

Year:  2014        PMID: 25256038     DOI: 10.1002/anie.201407689

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  6 in total

1.  N-formylation and N-methylation of amines using metal-free N-heterocyclic carbene catalysts and CO2 as carbon source.

Authors:  Felix D Bobbink; Shoubhik Das; Paul J Dyson
Journal:  Nat Protoc       Date:  2017-01-26       Impact factor: 13.491

2.  Formylation or methylation: what determines the chemoselectivity of the reaction of amine, CO2, and hydrosilane catalyzed by 1,3,2-diazaphospholene?

Authors:  Yu Lu; Zhong-Hua Gao; Xiang-Yu Chen; Jiandong Guo; Zheyuan Liu; Yanfeng Dang; Song Ye; Zhi-Xiang Wang
Journal:  Chem Sci       Date:  2017-09-11       Impact factor: 9.825

3.  Selective monoallylation of anilines to N-allyl anilines using reusable zirconium dioxide supported tungsten oxide solid catalyst.

Authors:  Yoshihiro Kon; Shota Tsurumi; Shunsuke Yamada; Toshiyuki Yokoi; Tadahiro Fujitani
Journal:  RSC Adv       Date:  2022-04-19       Impact factor: 3.361

Review 4.  From CO2 activation to catalytic reduction: a metal-free approach.

Authors:  Sreejyothi P; Swadhin K Mandal
Journal:  Chem Sci       Date:  2020-08-20       Impact factor: 9.825

5.  Convenient iron-catalyzed reductive aminations without hydrogen for selective synthesis of N-methylamines.

Authors:  Kishore Natte; Helfried Neumann; Rajenahally V Jagadeesh; Matthias Beller
Journal:  Nat Commun       Date:  2017-11-07       Impact factor: 14.919

6.  Fully-automated radiosynthesis of the amyloid tracer [11C] PiB via direct [11C]CO2 fixation-reduction.

Authors:  Pablo Buccino; Eduardo Savio; Williams Porcal
Journal:  EJNMMI Radiopharm Chem       Date:  2019-07-16
  6 in total

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