Synthesis of N-vinylcarbazoles via dehydrogenative coupling of N-H carbazoles with alkenes under palladium catalysis

Org Lett. 2013 Mar 15;15(6):1242-5. doi: 10.1021/ol4001697. Epub 2013 Feb 25.

Abstract

The synthesis of N-vinylcarbazoles was achieved by the palladium-catalyzed aza-Wacker reaction of N-H carbazoles with styrenes. In this reaction, Markovnikov adducts were exclusively produced. In contrast, the reaction with electron-deficient alkenes such as acrylates and acrylamides gave only anti-Markovnikov adducts.