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Enabling the facile conversion of acyl hydrazides into N-acyl carbamates via metal-free ionic-based rupture of the N-N linkage

Shamsabadi, A; Ren, J; Chudasama, V; (2017) Enabling the facile conversion of acyl hydrazides into N-acyl carbamates via metal-free ionic-based rupture of the N-N linkage. RSC Avdances , 7 (44) pp. 27608-27611. 10.1039/c7ra04178k. Green open access

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Abstract

Herein we report the one-pot transformation of readily synthesised/easily accessed acyl hydrazides into Nacyl carbamates via an alkylation-elimination reaction sequence. A range of N-acyl carbamates are prepared in consistent yields, including those featuring protecting groups and having alkyl & aryl N-acyl functionality. The reaction conditions also tolerate a wide variety of sensitive functional groups.

Type: Article
Title: Enabling the facile conversion of acyl hydrazides into N-acyl carbamates via metal-free ionic-based rupture of the N-N linkage
Open access status: An open access version is available from UCL Discovery
DOI: 10.1039/c7ra04178k
Publisher version: http://doi.org/10.1039/c7ra04178k
Language: English
Additional information: This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.
Keywords: Science & Technology, Physical Sciences, Chemistry, Multidisciplinary, Chemistry, C-H ACTIVATION, AMIDE DERIVATIVES, PRODUCTS THEREOF, ALDEHYDES, MILD, ACID, 1,3,4-OXADIAZOLES, HYDROACYLATION, DEPROTECTION, SELECTIVITY
UCL classification: UCL
UCL > Provost and Vice Provost Offices
UCL > Provost and Vice Provost Offices > UCL BEAMS
UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Maths and Physical Sciences
UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Maths and Physical Sciences > Dept of Chemistry
URI: https://discovery.ucl.ac.uk/id/eprint/1562839
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