Palladium-catalyzed heteroallylation of unactivated alkenes - synthesis of citalopram

Abstract

A palladium-catalyzed difunctionalization of unactivated alkenes with tethered nucleophiles is reported. The versatile reaction occurs with simple allylic halides and can be carried out under air. The methodology provides rapid access to a wide array of desirable heterocyclic targets, as illustrated by a concise synthesis of the widely prescribed antidepressant citalopram. © 2013 Royal Society of Chemistry.