Literature DB >> 23796272

Lewis acid catalyzed S(N)2-type ring opening of N-activated aziridines with electron-rich arenes/heteroarenes.

Manas K Ghorai1, Deo Prakash Tiwari, Nikita Jain.   

Abstract

An efficient Lewis acid catalyzed S(N)2-type ring opening of substituted aziridines with electron-rich arenes/heteroarenes to provide substituted 2,2-diaryl/heteroarylethylamines in excellent yields and stereoselectivity (er, dr >99:1) is described.

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Year:  2013        PMID: 23796272     DOI: 10.1021/jo401028j

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  6 in total

1.  Stereoselective Lewis acid mediated (3+2) cycloadditions of N-H- and N-sulfonylaziridines with heterocumulenes.

Authors:  Robert A Craig; Nicholas R O'Connor; Alexander F G Goldberg; Brian M Stoltz
Journal:  Chemistry       Date:  2014-03-06       Impact factor: 5.236

Review 2.  Nucleophilic ring opening reactions of aziridines.

Authors:  Rabia Akhtar; Syed Ali Raza Naqvi; Ameer Fawad Zahoor; Sameera Saleem
Journal:  Mol Divers       Date:  2018-05-04       Impact factor: 2.943

3.  Synthesis of β-substituted tryptamines by regioselective ring opening of aziridines.

Authors:  Jesse Kidd; Kristen Maiden; Jeremy B Morgan
Journal:  Tetrahedron       Date:  2016-06-30       Impact factor: 2.457

4.  Fe(OTf)3-catalysed Friedel-Crafts reaction of benzenoid arenes with α,β-unsaturated carbonyl compounds: easy access to 1,1-diarylalkanes.

Authors:  Aditya Bhattacharya; Pushpendra Mani Shukla; Biswajit Maji
Journal:  R Soc Open Sci       Date:  2017-10-25       Impact factor: 2.963

Review 5.  Synthetically important ring opening reactions by alkoxybenzenes and alkoxynaphthalenes.

Authors:  Ranadeep Talukdar
Journal:  RSC Adv       Date:  2020-08-25       Impact factor: 4.036

6.  Intramolecular N-Me and N-H aminoetherification for the synthesis of N-unprotected 3-amino-O-heterocycles.

Authors:  Mahesh P Paudyal; Mingliang Wang; Juha H Siitonen; Yimin Hu; Muhammed Yousufuddin; Hong C Shen; John R Falck; László Kürti
Journal:  Org Biomol Chem       Date:  2021-01-28       Impact factor: 3.876

  6 in total

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