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Vol. 32 No. 5 (2020): Vol 32 Issue 5

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A Three Component Protocol for the Synthesis of Aziridines using BF3·(OEt)2

Shaik Firoj Basha
Division of Chemistry, Department of Sciences and Humanities, Vignan′s Foundation for Science, Technology and Research-VFSTR (Deemed to be University), Vadlamudi, Guntur-522213, India
http://orcid.org/0000-0002-8700-9336
Shaik Anwar
Division of Chemistry, Department of Sciences and Humanities, Vignan′s Foundation for Science, Technology and Research-VFSTR (Deemed to be University), Vadlamudi, Guntur-522213, India
https://orcid.org/0000-0001-9383-2882

Corresponding Author(s) : Shaik Anwar

drsa_sh@vignan.ac.in

Asian Journal of Chemistry, Vol. 32 No. 5 (2020): Vol 32 Issue 5

Abstract

Synthesis of N-(1R,2S)-2-(bromo-3-oxo-1,3-diphenylpropyl)-4-methylbenzene sulfonamide and N-(1R,2S)-(2-bromo-3-oxo-1,3-diphenylpropyl)-4-methylbenzene sulfonamide was carried out by a three component reaction using phenacyl bromide, p-toluenesulfonamide and carboxyaldehyde in presence of mild Lewis acid such as BF3·(OEt)2 in dichloromethane. The synthetic utility of this protocol was carried out with syn-isomer to yield corresponding cis-aziridines. This protocol was operationally simple for a wide variety of substituted carboxaldehydes and substituted phenacyl bromides.

Keywords

Phenacyl bromide Carboxaldehyde Lewis acid Aziridine
Basha, S. F., & Anwar, S. (2020). A Three Component Protocol for the Synthesis of Aziridines using BF3·(OEt)2. Asian Journal of Chemistry, 32(5), 1001–1006. Retrieved from https://asianpubs.org/index.php/ajchem/article/view/2449
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