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Cine-Substitutions at Five-Membered Hetarenes Enabled by Sulfonium Salts

MPS-Authors
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Berger,  Florian
Research Department Ritter, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Alvarez,  Eva Maria
Research Department Ritter, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

Frank,  Nils
Research Department Ritter, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Bohdan,  Kostiantyn
Research Department Ritter, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Kondratiuk,  Mykhailo
Research Department Ritter, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Torkowski,  Luca
Research Department Ritter, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Engl,  Pascal S.
Research Department Ritter, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

Barletta,  Joana
Research Department Ritter, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Ritter,  Tobias
Research Department Ritter, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Citation

Berger, F., Alvarez, E. M., Frank, N., Bohdan, K., Kondratiuk, M., Torkowski, L., et al. (2020). Cine-Substitutions at Five-Membered Hetarenes Enabled by Sulfonium Salts. Organic Letters, 22(14), 5671-5674. doi:10.1021/acs.orglett.0c02067.


Cite as: https://hdl.handle.net/21.11116/0000-0006-D560-D
Abstract
We report a nucleophilic substitution reaction of five-membered hetarylsulfonium salts that results in a change of the substitution pattern on the arene. The products of these cine-substitutions are hard to access synthetically otherwise. The sulfonium salts that serve as starting materials are generated by a highly site-selective C–H functionalization reaction.