Continuous Pd-Catalyzed Carbonylative Cyclization Using Iron Pentacarbonyl as a CO Source

Pavol Lopatka; Martin Markovič; Peter Koóš; Steven V Ley; Tibor Gracza

doi:10.1021/acs.joc.9b02453

Continuous Pd-Catalyzed Carbonylative Cyclization Using Iron Pentacarbonyl as a CO Source

J Org Chem. 2019 Nov 15;84(22):14394-14406. doi: 10.1021/acs.joc.9b02453. Epub 2019 Oct 29.

Authors

Pavol Lopatka¹, Martin Markovič¹, Peter Koóš^{1

2}, Steven V Ley³, Tibor Gracza¹

Affiliations

¹ Department of Organic Chemistry, Institute of Organic Chemistry, Catalysis and Petrochemistry , Slovak University of Technology , Radlinského 9 , SK-812 37 Bratislava , Slovakia.
² Georganics, Ltd. , Koreničova 1 , SK-811 03 Bratislava , Slovakia.
³ Department of Chemistry , University of Cambridge , Lensfield Road , Cambridge CB2 1EW , U.K.

PMID: 31646860
DOI: 10.1021/acs.joc.9b02453

Abstract

This work discloses a continuous flow carbonylation reaction using iron pentacarbonyl as source of CO. The described transformation using this surrogate was designed for use in commonly accessible flow equipment. Optimized conditions were applied to a scalable synthesis of the natural compound isolated from perianal glandular pheromone secretion of the African civet cat. In addition, a flow Pd-catalyzed carbonylation of aryl halides is successfully reported.

Publication types

Research Support, Non-U.S. Gov't