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Photocatalytic Synthesis of Allylic Trifluoromethyl Substituted Styrene Derivatives in Batch and Flow

Lukas M. Kreis, Simon Krautwald, Nicole Pfeiffer, Rainer E. Martin* and Erick M. Carreira*

*ETH-Zürich, Wolfgang-Pauli-Strasse 10, 8093 Zürich, and F. Hoffmann-La Roche AG, Grenzacherstrasse 124, 4070 Basel, Switzerland, Email: carreiraorg.chem.ethz.ch, rainer_e.martinroche.com

L. M. Kreis, S. Krautwald, N. Pfeiffer, R. E. Martin, E. M. Carreira, Org. Lett., 2013, 15, 1634-1637.

DOI: 10.1021/ol400410m



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Abstract

A cobalt-catalyzed photochemical synthesis of allylic trifluoromethanes from styrene derivatives using 2,2,2-trifluoroethyl iodide complements existing approaches, providing an alternative bond construction strategy to access these compounds. The process may be conducted in continuous mode in a photochemical flow reactor.

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Key Words

allylic trifluoromethanes, vinylation


ID: J54-Y2013-0940