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

被引：30

作者：

Berger, Florian ^{[1
]}

Alvarez, Eva Maria ^{[1
]}

Frank, Nils ^{[1
]}

Bohdan, Kostiantyn ^{[1
]}

Kondratiuk, Mykhailo ^{[1
]}

Torkowski, Luca ^{[1
]}

Engl, Pascal S. ^{[1
]}

Barletta, Joana ^{[1
]}

Ritter, Tobias ^{[1
]}

机构：

[1] Max Planck Inst Kohlenforsch, D-45470 Mulheim, Germany

来源：

ORGANIC LETTERS | 2020年 / 22卷 / 14期

关键词：

C-H FUNCTIONALIZATION; HETEROARENES; ARYLATION; ACIDITIES;

D O I：

10.1021/acs.orglett.0c02067

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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.

引用

页码：5671 / 5674

页数：4

共 34 条

[31]

vonRichter V., 1871, DTSCH CHEM GES, V4, P459

[32] Site-Selective Late-Stage Aromatic [18F]Fluorination via Aryl Sulfonium Salts [J].

Xu, Peng ;

Zhao, Da ;

Berger, Florian ;

Hamad, Aboubakr ;

Rickmeier, Jens ;

Petzold, Roland ;

Kondratiuk, Mykhailo ;

Bohdan, Kostiantyn ;

Ritter, Tobias .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2020, 59 (05) :1956-1960

[33] Aryl Sulfonium Salts for Site-Selective Late-Stage Trifluoromethylation [J].

Ye, Fei ;

Berger, Florian ;

Jia, Hao ;

Ford, Joseph ;

Wortman, Alan ;

Boergel, Jonas ;

Genicot, Christophe ;

Ritter, Tobias .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2019, 58 (41) :14615-14619

[34]

Ye JT, 2015, NAT CHEM, V7, P863, DOI [10.1038/NCHEM.2372, 10.1038/nchem.2372]

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