Mechanochemical Pd-Catalyzed Amino- and Oxycarbonylations using FeBr2(CO)4 as a CO Source

Tomáš Čarný; Péter Kisszékelyi; Martin Markovič; Tibor Gracza; Peter Koóš; Radovan Šebesta

doi:10.1021/acs.orglett.3c03440

Mechanochemical Pd-Catalyzed Amino- and Oxycarbonylations using FeBr₂(CO)₄ as a CO Source

Org Lett. 2023 Dec 8;25(48):8617-8621. doi: 10.1021/acs.orglett.3c03440. Epub 2023 Nov 29.

Authors

Tomáš Čarný¹, Péter Kisszékelyi¹, Martin Markovič², Tibor Gracza², Peter Koóš², Radovan Šebesta¹

Affiliations

¹ Department of Organic Chemistry, Faculty of Natural Sciences, Comenius University Bratislava, Mlynská dolina, Ilkovičova 6, SK-842 15 Bratislava, Slovakia.
² Department of Organic Chemistry, Institute of Organic Chemistry, Catalysis and Petrochemistry, Slovak University of Technology, SK-812 37 Bratislava, Slovakia.

PMID: 38018997
DOI: 10.1021/acs.orglett.3c03440

Abstract

Herein, we describe the development of mechanochemical amino- and oxycarbonylation employing FeBr₂(CO)₄ as a solid CO source. This Pd/XantPhos-catalyzed reaction affords a range of carboxamides and esters from aryl iodides and various amines or phenols. Both primary and secondary amines, including amino acids, can be employed as N-nucleophiles.