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Chem Commun (Camb). 2016 Jul 12;52(58):9044-7. doi: 10.1039/c6cc00057f.

Synthesis of functionalized amino epoxides by a three-component coupling involving aziridines, arynes and aldehydes.

Chemical communications (Cambridge, England)

Tony Roy, Manikandan Thangaraj, Rajesh G Gonnade, Akkattu T Biju

Affiliations

  1. Organic Chemistry Division, CSIR-National Chemical Laboratory (CSIR-NCL), Dr. Homi Bhabha Road, Pune-411008, India. [email protected].
  2. Centre for Materials Characterization, CSIR-National Chemical Laboratory (CSIR-NCL), Dr. Homi Bhabha Road, Pune-411008, India.

PMID: 27400886 DOI: 10.1039/c6cc00057f

Abstract

A transition-metal-free three-component coupling involving N-substituted aziridines, arynes and aldehydes resulting in the formation of trisubstituted N-aryl α-amino epoxides has been demonstrated. The reaction likely proceeds via the highly strained cyclic nitrogen ylide intermediates generated from aziridines and arynes.

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