Bruno Aleksander Martek (Author), Martin Gazvoda (Author), Damijana Urankar (Author), Janez Košmrlj (Author)

Abstract

Simultaneous introduction of two different palladium (pre)catalysts, one tuned to promote oxidative addition to (hetero)aryl bromide and another to activate terminal alkyne substrate, leads to productive Pd−Pd transmetalation, subsequent reductive elimination, and formation of disubstituted alkyne. This conceptually novel rational design of copper-free Sonogashira reaction enabled facile identification of the reaction conditions, suitable for the synthesis of alkyl, aryl, and heteroaryl substituted alkynes at room temperature with as low as 0.125 mol % total Pd loading.

Keywords

kataliza;paladij;Sonogashira reakcija;alkini;catalysis;palladium;Sonogashira reaction;alkyne;

Data

Language: English
Year of publishing:
Typology: 1.01 - Original Scientific Article
Organization: UL FKKT - Faculty of Chemistry and Chemical Technology
UDC: 547:544.47:546.98
COBISS: 14359811 Link will open in a new window
ISSN: 1523-7060
Views: 393
Downloads: 155
Average score: 0 (0 votes)
Metadata: JSON JSON-RDF JSON-LD TURTLE N-TRIPLES XML RDFA MICRODATA DC-XML DC-RDF RDF

Other data

Secondary language: Slovenian
Secondary keywords: kataliza;paladij;Sonogashira reakcija;alkini;hidrokarbonati;baker;ligandi;adicijske reakcije;
Type (COBISS): Article
Pages: str. 4938-4943
Volume: ǂVol. ǂ22
Issue: ǂiss. ǂ13
Chronology: 2 Jul. 2020
DOI: 10.1021/acs.orglett.0c01227
ID: 12642530