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

T. R. Roose; D. S. Verdoorn; P. Mampuys; E. Ruijter; B. U.W. Maes; R. V.A. Orru

doi:10.1039/d1cs00305d

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

T. R. Roose, D. S. Verdoorn, P. Mampuys, E. Ruijter^*, B. U.W. Maes, R. V.A. Orru

^*Corresponding author for this work

Research output: Contribution to Journal › Review article › Academic › peer-review

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Abstract

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.

Original language	English
Pages (from-to)	5842-5877
Number of pages	36
Journal	Chemical Society Reviews
Volume	51
Issue number	14
Early online date	24 Jun 2022
DOIs	https://doi.org/10.1039/d1cs00305d
Publication status	Published - 21 Jul 2022

Bibliographical note

Funding Information:
T. R. R. and R. V. A. O. acknowledge financial support of Nederlandse Organisatie voor Wetenschappelijk Onderzoek (N. W. O.) (ECHO-grant). B. U. W. M. and R. V. A. O. acknowledge financial support of Fund for Scientific Research Flanders (FWO) (Senior Research Project G0D1921N). B. U. W. M. thanks the Francqui Foundation for an appointment as Collen Francqui Research Professor.

Publisher Copyright:
© 2022 The Royal Society of Chemistry

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Transition metal-catalysed carbene- and nitrene transfer to carbon monoxide and isocyanidesFinal published version, 21.1 MBLicence: Article 25fa Dutch Copyright Act

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abstract = "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.",

author = "Roose, {T. R.} and Verdoorn, {D. S.} and P. Mampuys and E. Ruijter and Maes, {B. U.W.} and Orru, {R. V.A.}",

note = "Funding Information: T. R. R. and R. V. A. O. acknowledge financial support of Nederlandse Organisatie voor Wetenschappelijk Onderzoek (N. W. O.) (ECHO-grant). B. U. W. M. and R. V. A. O. acknowledge financial support of Fund for Scientific Research Flanders (FWO) (Senior Research Project G0D1921N). B. U. W. M. thanks the Francqui Foundation for an appointment as Collen Francqui Research Professor. Publisher Copyright: {\textcopyright} 2022 The Royal Society of Chemistry",

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AU - Roose, T. R.

AU - Verdoorn, D. S.

AU - Mampuys, P.

AU - Ruijter, E.

AU - Maes, B. U.W.

AU - Orru, R. V.A.

N1 - Funding Information: T. R. R. and R. V. A. O. acknowledge financial support of Nederlandse Organisatie voor Wetenschappelijk Onderzoek (N. W. O.) (ECHO-grant). B. U. W. M. and R. V. A. O. acknowledge financial support of Fund for Scientific Research Flanders (FWO) (Senior Research Project G0D1921N). B. U. W. M. thanks the Francqui Foundation for an appointment as Collen Francqui Research Professor. Publisher Copyright: © 2022 The Royal Society of Chemistry

PY - 2022/7/21

Y1 - 2022/7/21

N2 - 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.

AB - 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.

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

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