Transition metal-catalysed carbene- and nitrene transfer to carbon monoxide and isocyanides.

Autor: Roose TR; Department of Chemistry and Pharmaceutical Sciences and Amsterdam Institute for Molecules, Medicines & Systems (AIMMS), Vrije Universiteit Amsterdam, De Boelelaan 1108, 1081 HZ Amsterdam, The Netherlands. e.ruijter@vu.nl., Verdoorn DS; Organic Chemistry, Aachen-Maastricht Institute for Biobased Materials (AMIBM), Maastricht University, Urmonderbaan 22, 6167RD Geleen, The Netherlands. r.orru@maastrichtuniversity.nl.; Organic Synthesis Division, Department of Chemistry, University of Antwerp, Groenenborgerlaan 171, 2020 Antwerp, Belgium. bert.maes@uantwerpen.be., Mampuys P; Organic Synthesis Division, Department of Chemistry, University of Antwerp, Groenenborgerlaan 171, 2020 Antwerp, Belgium. bert.maes@uantwerpen.be., Ruijter E; Department of Chemistry and Pharmaceutical Sciences and Amsterdam Institute for Molecules, Medicines & Systems (AIMMS), Vrije Universiteit Amsterdam, De Boelelaan 1108, 1081 HZ Amsterdam, The Netherlands. e.ruijter@vu.nl., Maes BUW; Organic Synthesis Division, Department of Chemistry, University of Antwerp, Groenenborgerlaan 171, 2020 Antwerp, Belgium. bert.maes@uantwerpen.be., Orru RVA; Organic Chemistry, Aachen-Maastricht Institute for Biobased Materials (AMIBM), Maastricht University, Urmonderbaan 22, 6167RD Geleen, The Netherlands. r.orru@maastrichtuniversity.nl.
Jazyk: angličtina
Zdroj: Chemical Society reviews [Chem Soc Rev] 2022 Jul 18; Vol. 51 (14), pp. 5842-5877. Date of Electronic Publication: 2022 Jul 18.
DOI: 10.1039/d1cs00305d
Abstrakt: Transition metal-catalysed carbene- and nitrene transfer to the C1-building blocks carbon monoxide and isocyanides provides heteroallenes ( i.e. ketenes, isocyanates, ketenimines and carbodiimides). These are versatile and reactive compounds allowing in situ transformation towards numerous functional groups and organic compounds, including heterocycles. Both one-pot and tandem processes have been developed providing valuable synthetic methods for the organic chemistry toolbox. This review discusses all known transition metal-catalysed carbene- and nitrene transfer reactions towards carbon monoxide and isocyanides and in situ transformation of the heteroallenes hereby obtained, with a special focus on the general mechanistic considerations.
Databáze: MEDLINE
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