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Rhodium-Catalyzed Oxy-Aminofluorination of Diazoketones with Tetrahydrofurans and N-Fluorobenzenesulfonimide
Stockholm University, Faculty of Science, Department of Organic Chemistry.
Stockholm University, Faculty of Science, Department of Organic Chemistry.
Number of Authors: 2
2016 (English)In: ACS Catalysis, ISSN 2155-5435, E-ISSN 2155-5435, Vol. 6, no 10, 6687-6691 p.Article in journal (Refereed) Published
Abstract [en]

We have developed a rhodium-catalyzed oxy-aminofluorination method for transformation of diazoketones. The reaction is based on addition of tetrahydrofuran derivatives and N-fluorobenzenesulfonimide (NFSI) to the diazoketone substrate. The reaction can be performed under mild conditions with high regioselectivity. The synthetic scope involves a wide variety of diazoketones and tetrahydrofuran derivatives. The reaction is supposed to proceed via a tetrahydrofuran based onium ylide intermediate, which is formed from rhodium-carbenoid.

Place, publisher, year, edition, pages
2016. Vol. 6, no 10, 6687-6691 p.
Keyword [en]
fluorination, rhodium catalysis, diazoketones, ylides, trifunctionalization
National Category
Organic Chemistry
Identifiers
URN: urn:nbn:se:su:diva-136152DOI: 10.1021/acscatal.6b01760ISI: 000385057900046OAI: oai:DiVA.org:su-136152DiVA: diva2:1050771
Available from: 2016-11-30 Created: 2016-11-29 Last updated: 2016-11-30Bibliographically approved

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Yuan, WeimingSzabo, Kalman J.
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