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Three-Component, Interrupted Radical Heck/Allylic Substitution Cascade Involving Unactivated Alkyl Bromides

Huan-Ming Huang, Peter Bellotti, Philipp M. Pflüger, J. Luca Schwarz, Bastian Heidrich and Frank Glorius*

*Organisch-Chemisches Institut, Westfälische Wilhelms-Universität Münster, Corrensstraße 40, 48149 Münster, Germany, Email:

H.-M. Huang, P. Bellotti, P. M. Pfüger, J. L. Schwarz, B. Heidrich, F. Glorius, J. Am. Chem. Soc., 2020, 142, 10173-10183.

DOI: 10.1021/jacs.0c03239

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A modular, practical, and general palladium-catalyzed, radical three-component coupling enables selective 1,4-difunctionalization of unactivated 1,3-dienes, such as butadiene, by employing different commercially available nitrogen-, oxygen-, sulfur-, or carbon-based nucleophiles and unactivated alkyl bromides.

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Key Words

allyl sulfones, allyl amines, phthalimides, allylation, multicomponent reactions, photochemistry

ID: J48-Y2020