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Title: Metal-free oxoammonium salt-mediated C(sp<sup>3</sup>)-H oxidative Ugi-azide multicomponent reaction
Authors: Lohmann N.
Milovanović, Vesna
Piekarski, Dariusz
Mancheño O.
Issue Date: 2022
Abstract: In this work, an efficient oxidative C(sp3)-H Ugi-azide multicomponent reaction of cyclic benzylic amines to the corresponding α-tetrazolo compounds using a TEMPO salt as mild hydride abstractor-type oxidant is reported. This simple one-pot approach allows the direct functionalization of N-heterocycles such as tetrahydroisoquinolines with a variety of isocyanides and NaN3 as a practical azide source. The reaction proceeds at room temperature and without the need of acid additives, allowing for the use of sensitive substrates, while minimizing isocyanide polymerization to provide the desired heterocycle-tetrazole products in synthetically useful yields (up to 99%).
Type: article
DOI: 10.1039/d2ob00101b
ISSN: 1477-0520
SCOPUS: 2-s2.0-85127856733
Appears in Collections:Faculty of Agronomy, Čačak

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