Literature DB >> 23770825

Three-component reaction of small-ring cyclic amines with arynes and acetonitrile.

David Stephens1, Yu Zhang, Mathew Cormier, Gabriel Chavez, Hadi Arman, Oleg V Larionov.   

Abstract

A novel stereospecific three-component reaction of aziridines and azetidines with arynes and acetonitrile has been developed. The reaction affords N-aryl γ-aminobutyronitriles and δ-aminovaleronitriles that can be used as precursors and congeners of a number of bioactive compounds, such as pregabalin and lergotrile.

Entities:  

Year:  2013        PMID： 23770825     DOI： 10.1039/c3cc42854k

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  5 in total

1.  Mechanistic Duality in Tertiary Amine Additions to Thermally Generated Hexadehydro-Diels-Alder Benzynes.

Authors:  Sean P Ross; Beeraiah Baire; Thomas R Hoye
Journal:  Org Lett       Date:  2017-10-05       Impact factor: 6.005

2.  Intramolecular hydride transfer onto arynes: redox-neutral and transition metal-free C(sp3)-H functionalization of amines.

Authors:  Fahima I M Idiris; Cécile E Majesté; Gregory B Craven; Christopher R Jones
Journal:  Chem Sci       Date:  2018-02-08       Impact factor: 9.825

3.  Three-component coupling reactions of arynes for the synthesis of benzofurans and coumarins.

Authors:  Eito Yoshioka; Shigeru Kohtani; Hideto Miyabe
Journal:  Molecules       Date:  2014-01-13       Impact factor: 4.411

4.  Reactivity of Vinyl Epoxides/Oxetanes/Cyclopropanes toward Arynes: Access to Functionalized Phenanthrenes.

Authors:  Jiupeng Liu; Shuo Tang; Mengyao Zhao; Jianing Huai; Jingya Yu; Jingjing Zhao; Pan Li
Journal:  ACS Omega       Date:  2021-12-15

5.  Regioselective and Stereodivergent Synthesis of Enantiomerically Pure Vic-Diamines from Chiral β-Amino Alcohols with 2-Pyridyl and 6-(2,2'-Bipyridyl) Moieties.

Authors:  Marzena Wosińska-Hrydczuk; Przemysław J Boratyński; Jacek Skarżewski
Journal:  Molecules       Date:  2020-02-07       Impact factor: 4.411
  5 in total

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