A Facile Iodine‐Promoted Enals‐Based cis‐Selective Construction of Aziridine‐2‐aldehyde in Water. Issue 4 (25th January 2019)

• Record Type: Journal Article
• Authors: Singh, Puneet K.; Verma, Fooleswar; Bhardiya, Smita R.; Singh, Manorama; Rai, Vijai K.; Rai, Ankita
• Is Part Of: ChemistrySelect. Volume 4:Issue 4(2019)
• Page Start: 1240
• Page End: 1243
• Publication Date: 2019-01-25
• Subjects: aziridine chloramine-T cinnamaldehyde aqueous medium stereoselective; Chemistry -- Periodicals; 540.5
• DOI: 10.1002/slct.201803614
• Languages: English
• ISSNs: 2365-6549

Abstract

Abstract: Direct I2 ‐catalyzed novel aziridination of [E]‐ cinnamaldehyde using Chloramine–T as nitrogen transfer agent and (BTEAC) as phase transfer catalyst is reported. Operational simplicity, excellent yield of pure products (84‐93%), excellent diastereoselectivity (95‐99%) in favour of cis isomer, ambient reaction conditions and using water as solvent are the salient features of envisaged methodology for direct conversion of enals into tosylaziridines. Abstract : Operationally simple and direct iodine‐promoted nitrene insertion into olefin of [E]‐ cinnamaldehyde using Chloramine–T as N‐ Ts reagent in water is reported in high yield (84‐93%) and excellent diastereoselectivity (95‐99%) in favour of cis isomer.