Synthesis 2018; 50(17): 3395-3401
DOI: 10.1055/s-0037-1610138
special topic
© Georg Thieme Verlag Stuttgart · New York

Photoorganocatalytic Atom Transfer Radical Addition of Bromoacetonitrile to Aliphatic Olefins

Errika Voutyritsa
Department of Chemistry, National and Kapodistrian University of Athens, Panepistimiopolis, Athens 15771, Greece   eMail: ckokotos@chem.uoa.gr
,
Nikolaos F. Nikitas
Department of Chemistry, National and Kapodistrian University of Athens, Panepistimiopolis, Athens 15771, Greece   eMail: ckokotos@chem.uoa.gr
,
Mary K. Apostolopoulou
Department of Chemistry, National and Kapodistrian University of Athens, Panepistimiopolis, Athens 15771, Greece   eMail: ckokotos@chem.uoa.gr
,
Anna Dimitra D. Gerogiannopoulou
Department of Chemistry, National and Kapodistrian University of Athens, Panepistimiopolis, Athens 15771, Greece   eMail: ckokotos@chem.uoa.gr
,
Christoforos G. Kokotos*
Department of Chemistry, National and Kapodistrian University of Athens, Panepistimiopolis, Athens 15771, Greece   eMail: ckokotos@chem.uoa.gr
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Publikationsverlauf

Received: 25. Februar 2018

Accepted after revision: 09. April 2018

Publikationsdatum:
29. Mai 2018 (online)


Published as part of the Special Topic Photoredox Methods and their Strategic Applications in Synthesis

Abstract

A green and cheap protocol for the photocatalytic atom transfer radical addition (ATRA) of bromoacetonitrile to aliphatic alkenes is presented. The use of benzoin methyl ehter as the photocatalyst and irradiation using a household lightbulb leads to a highly useful synthetic method for the conversion of a wide range of substituted aliphatic olefins into the corresponding bromonitriles.

Supporting Information