Synthesis of Benzoate-Functionalized Phosphanes as Novel Building Blocks for the Traceless Staudinger Ligation


Synthesis of Benzoate-Functionalized Phosphanes as Novel Building Blocks for the Traceless Staudinger Ligation

Mamat, C.; Flemming, A.; Köckerling, M.; Steinbach, J.; Wuest, F.

A new synthetic pathway for the preparation of benzoate-functionalized phosphanes for microwave-mediated traceless Staudinger ligations is described. Novel phosphane derivatives based on 4-substituted iodophenyl benzoates were prepared via palladium(II)-catalyzed P–C cross-coupling reaction strategy in high yields. The application of microwave conditions for the ligation reactions reduced the reaction time considerably. An approach to fast and facile labeling strategies using this ligation was established.

Keywords: Staudinger ligation; traceless; click chemistry; P–C cross-coupling; palladium-catalyzed

Permalink: https://www.hzdr.de/publications/Publ-13218
Publ.-Id: 13218