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


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.

SUBMITTER: Berger F 

PROVIDER: S-EPMC7467811 | biostudies-literature | 2020 Jul

REPOSITORIES: biostudies-literature

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<i>Cine</i>-Substitutions at Five-Membered Hetarenes Enabled by Sulfonium Salts.

Berger Florian F   Alvarez Eva Maria EM   Frank Nils N   Bohdan Kostiantyn K   Kondratiuk Mykhailo M   Torkowski Luca L   Engl Pascal S PS   Barletta Joana J   Ritter Tobias T  

Organic letters 20200708 14


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 <i>cine</i>-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. ...[more]

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