A practical method for the aziridination of α, β-unsaturated carbonyl compounds with a simple carbamate utilizing sodium hypochlorite pentahydrate. Issue 36 (22nd June 2021)

• Record Type: Journal Article
• Authors: Umeda, Takehiro; Minakata, Satoshi
• Is Part Of: RSC advances. Volume 11:Issue 36(2021)
• Page Start: 22120
• Page End: 22124
• Publication Date: 2021-06-22
• Subjects: Chemistry -- Periodicals; 540.5
• DOI: 10.1039/d1ra04297a
• Languages: English
• ISSNs: 2046-2069

Abstract

Abstract : The efficient formation of tert -butyl N -chloro- N -sodio-carbamate by the reaction of simple tert -butyl carbamate with sodium hypochlorite pentahydrate would be a practical and green method for the aziridination of α, β-unsaturated carbonyl compounds. Abstract : The efficient formation of tert -butyl N -chloro- N -sodio-carbamate by the reaction of simple tert -butyl carbamate with sodium hypochlorite pentahydrate (NaOCl·5H2 O) would be a practical and green method for the aziridination of α, β-unsaturated carbonyl compounds. The process described herein is transition-metal free, all of the materials are commercially available, the byproducts (NaCl and H2 O) are environmentally benign and the reaction is stereoselective. The resulting aziridines are potential precursors of amino acids.