Issue 9, 2013

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 antidepressantcitalopram.

Graphical abstract: Palladium-catalyzed heteroallylation of unactivated alkenes – synthesis of citalopram

Supplementary files

Article information

Article type
Edge Article
Submitted
03 May 2013
Accepted
24 Jun 2013
First published
27 Jun 2013
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY license

Chem. Sci., 2013,4, 3538-3543

Palladium-catalyzed heteroallylation of unactivated alkenes – synthesis of citalopram

J. F. M. Hewitt, L. Williams, P. Aggarwal, C. D. Smith and D. J. France, Chem. Sci., 2013, 4, 3538 DOI: 10.1039/C3SC51222C

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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