Recent Advances in Palladium-Catalyzed Isocyanide Insertions

Jurriën W Collet; Thomas R Roose; Bram Weijers; Bert U W Maes; Eelco Ruijter; Romano V A Orru

doi:10.3390/molecules25214906

Recent Advances in Palladium-Catalyzed Isocyanide Insertions

Molecules. 2020 Oct 23;25(21):4906. doi: 10.3390/molecules25214906.

Authors

Jurriën W Collet^{1

2}, Thomas R Roose¹, Bram Weijers¹, Bert U W Maes², Eelco Ruijter¹, Romano V A Orru^{1

3}

Affiliations

¹ 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.
² Organic Synthesis, Department of Chemistry, University of Antwerp, Groenenborgerlaan 171, 2020 Antwerp, Belgium.
³ Organic Chemistry, Aachen-Maastricht Institute for Biobased Materials, Maastricht University, Urmonderlaan 22, 6167 RD Geleen, The Netherlands.

Abstract

Isocyanides have long been known as versatile chemical reagents in organic synthesis. Their ambivalent nature also allows them to function as a CO-substitute in palladium-catalyzed cross couplings. Over the past decades, isocyanides have emerged as practical and versatile C₁ building blocks, whose inherent N-substitution allows for the rapid incorporation of nitrogeneous fragments in a wide variety of products. Recent developments in palladium catalyzed isocyanide insertion reactions have significantly expanded the scope and applicability of these imidoylative cross-couplings. This review highlights the advances made in this field over the past eight years.

Keywords: catalysis; heterocycles; insertion reactions; isocyanides; palladium.

Publication types

Review

MeSH terms

Catalysis
Cyanides / chemistry*
Palladium / chemistry*

Substances

Cyanides
Palladium