A Mild and Efficient Method for the Syntheses and Regioselective Ring-Opening of Aziridines

Abstract We have developed a new synthetic method for the synthesis of aziridines using Chloramine-T as an effective reagent in the presence of NH2OH·HCl and NaIO4. We found that the same combination of NH2OH·HCl and NaIO4 is also very effective for nucleophilic ring opening of aziridines.

Bibliographic Details
Main Authors: Nirnita Chakraborty Ghosal, Sachinta Mahato, Rana Chatterjee, Sougata Santra, Grigory V. Zyryanov, Adinath Majee
Format: Article
Language:English
Published: Georg Thieme Verlag KG 2017-03-01
Series:SynOpen
Subjects:
Online Access:http://www.thieme-connect.de/DOI/DOI?10.1055/s-0036-1588809
_version_ 1828303496068202496
author Nirnita Chakraborty Ghosal
Sachinta Mahato
Rana Chatterjee
Sougata Santra
Grigory V. Zyryanov
Adinath Majee
author_facet Nirnita Chakraborty Ghosal
Sachinta Mahato
Rana Chatterjee
Sougata Santra
Grigory V. Zyryanov
Adinath Majee
author_sort Nirnita Chakraborty Ghosal
collection DOAJ
description Abstract We have developed a new synthetic method for the synthesis of aziridines using Chloramine-T as an effective reagent in the presence of NH2OH·HCl and NaIO4. We found that the same combination of NH2OH·HCl and NaIO4 is also very effective for nucleophilic ring opening of aziridines.
first_indexed 2024-04-13T13:54:50Z
format Article
id doaj.art-c7abbf2fa8034ecfbd2f846fe4ef9f58
institution Directory Open Access Journal
issn 2509-9396
language English
last_indexed 2024-04-13T13:54:50Z
publishDate 2017-03-01
publisher Georg Thieme Verlag KG
record_format Article
series SynOpen
spelling doaj.art-c7abbf2fa8034ecfbd2f846fe4ef9f582022-12-22T02:44:14ZengGeorg Thieme Verlag KGSynOpen2509-93962017-03-0101010015002310.1055/s-0036-1588809A Mild and Efficient Method for the Syntheses and Regioselective Ring-Opening of AziridinesNirnita Chakraborty Ghosal0Sachinta Mahato1Rana Chatterjee2Sougata Santra3Grigory V. Zyryanov4Adinath Majee5Department of Chemistry, Visva-Bharati (A Central University)Department of Chemistry, Visva-Bharati (A Central University)Department of Chemistry, Visva-Bharati (A Central University)Department of Organic and Biomolecular Chemistry, Chemical Engineering Institute, Ural Federal UniversityDepartment of Organic and Biomolecular Chemistry, Chemical Engineering Institute, Ural Federal UniversityDepartment of Chemistry, Visva-Bharati (A Central University)Abstract We have developed a new synthetic method for the synthesis of aziridines using Chloramine-T as an effective reagent in the presence of NH2OH·HCl and NaIO4. We found that the same combination of NH2OH·HCl and NaIO4 is also very effective for nucleophilic ring opening of aziridines.http://www.thieme-connect.de/DOI/DOI?10.1055/s-0036-1588809aziridinesdifunctionalizationaminoiodidein situ generated iodineroom temperature
spellingShingle Nirnita Chakraborty Ghosal
Sachinta Mahato
Rana Chatterjee
Sougata Santra
Grigory V. Zyryanov
Adinath Majee
A Mild and Efficient Method for the Syntheses and Regioselective Ring-Opening of Aziridines
SynOpen
aziridines
difunctionalization
aminoiodide
in situ generated iodine
room temperature
title A Mild and Efficient Method for the Syntheses and Regioselective Ring-Opening of Aziridines
title_full A Mild and Efficient Method for the Syntheses and Regioselective Ring-Opening of Aziridines
title_fullStr A Mild and Efficient Method for the Syntheses and Regioselective Ring-Opening of Aziridines
title_full_unstemmed A Mild and Efficient Method for the Syntheses and Regioselective Ring-Opening of Aziridines
title_short A Mild and Efficient Method for the Syntheses and Regioselective Ring-Opening of Aziridines
title_sort mild and efficient method for the syntheses and regioselective ring opening of aziridines
topic aziridines
difunctionalization
aminoiodide
in situ generated iodine
room temperature
url http://www.thieme-connect.de/DOI/DOI?10.1055/s-0036-1588809
work_keys_str_mv AT nirnitachakrabortyghosal amildandefficientmethodforthesynthesesandregioselectiveringopeningofaziridines
AT sachintamahato amildandefficientmethodforthesynthesesandregioselectiveringopeningofaziridines
AT ranachatterjee amildandefficientmethodforthesynthesesandregioselectiveringopeningofaziridines
AT sougatasantra amildandefficientmethodforthesynthesesandregioselectiveringopeningofaziridines
AT grigoryvzyryanov amildandefficientmethodforthesynthesesandregioselectiveringopeningofaziridines
AT adinathmajee amildandefficientmethodforthesynthesesandregioselectiveringopeningofaziridines
AT nirnitachakrabortyghosal mildandefficientmethodforthesynthesesandregioselectiveringopeningofaziridines
AT sachintamahato mildandefficientmethodforthesynthesesandregioselectiveringopeningofaziridines
AT ranachatterjee mildandefficientmethodforthesynthesesandregioselectiveringopeningofaziridines
AT sougatasantra mildandefficientmethodforthesynthesesandregioselectiveringopeningofaziridines
AT grigoryvzyryanov mildandefficientmethodforthesynthesesandregioselectiveringopeningofaziridines
AT adinathmajee mildandefficientmethodforthesynthesesandregioselectiveringopeningofaziridines