Work

Friedel–Crafts-Type Electrophilic Radiocyanation of (Hetero)arenes

Year: 2026

Type: article

Abstract: Radiocyanation is an attractive approach to introduce carbon-11 into radiopharmaceuticals, as nitriles and other acyl moieties. This report describes a Friedel–Crafts-type electrophilic radiocyanation of (hetero)aryltrimethylgermanes and trimethylstannanes as well as a direct C–H radiocyanation of (hetero)arenes. This approach leverages the in situ oxidation of [ 11 C]CN – to [ 11 C]CNCl to enable electrophilic aromatic substitution pathways for accessing relevant 11 C-aryl nitrile scaffolds. This method proceeds in short reaction times with readily available, shelf-stable reagents and enables radiocyanation of diverse substrates in good radiochemical yields.

Source: Organic Letters

DOI: 10.1021/acs.orglett.6c00078