Oxidation of diazenyl-protected N-heterocycles - a new entry to functionalized lactams

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http://hdl.handle.net/10138/178986

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Petrovic , M , Scarpi , D , Nieger , M , Jung , N , Occhiato , E G & Bräse , S 2017 , ' Oxidation of diazenyl-protected N-heterocycles - a new entry to functionalized lactams ' , RSC Advances , vol. 7 , no. 16 , pp. 9461-9464 . https://doi.org/10.1039/c6ra26546d

Title: Oxidation of diazenyl-protected N-heterocycles - a new entry to functionalized lactams
Author: Petrovic, Martina; Scarpi, Dina; Nieger, Martin; Jung, Nicole; Occhiato, Ernesto G.; Bräse, Stefan
Contributor organization: Department of Chemistry
Date: 2017
Language: eng
Number of pages: 4
Belongs to series: RSC Advances
ISSN: 2046-2069
DOI: https://doi.org/10.1039/c6ra26546d
URI: http://hdl.handle.net/10138/178986
Abstract: Functionalized lactams are an important class of heterocycles since they are useful intermediates in organic synthesis and show biological activity in diverse therapeutic applications. In the herein presented study, a strategy for the synthesis of N-aryldiazenyllactams, offering the direct access to protected lactam derivatives is described. After the formation of triazenes from diazonium salts and commercially available N-heterocycles, oxidation (directed CH activation) with periodate under ruthenium catalysis furnished N-diazenyllactams in one step. To demonstrate the suitability of the resulting lactams for further functionalizations, the alkylation of a N-diazenyllactam is presented for one example.
Subject: 4-MEMBERED CYCLIC NITRONES
3 BF3 SITE
ANDROGEN RECEPTOR
SECONDARY-AMINES
MILD CONDITIONS
BETA-LACTAMS
TRIAZENES
DERIVATIVES
DIAZONIUM
ACID
116 Chemical sciences
Peer reviewed: Yes
Rights: cc_by
Usage restriction: openAccess
Self-archived version: publishedVersion


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