Triazole-Enabled Ruthenium(II) Carboxylate-Catalyzed C-H Arylation with Electron-Deficient Aryl Halides

A triazole-directed direct C-H arylation of arenes with electron-deficient aryl halides or a synthetically useful pyrimidyl chloride was achieved through ruthenium catalysis. Our novel strategy provides operationally simple and environmentally benign access to highly functionalized hetarenes, avoidi...

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Bibliographic Details
Published inSynlett Vol. 33; no. 4; pp. 346 - 350
Main Authors Rogge, Torben, Mueller, Thomas, Simon, Hendrik, Hou, Xiaoyan, Wagschal, Simon, Broggini, Diego, Ackermann, Lutz
Format Journal Article
LanguageEnglish
Published STUTTGART Thieme Medical Publishers 02.03.2022
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
PALLADIUM
ACTIVATION
aryl halides
DIVERSIFICATION
ACIDS
C-H bond activation
BOND FUNCTIONALIZATION
CHLORIDES
ruthenium catalysis
hetarenes
arylation
WATER
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Summary:A triazole-directed direct C-H arylation of arenes with electron-deficient aryl halides or a synthetically useful pyrimidyl chloride was achieved through ruthenium catalysis. Our novel strategy provides operationally simple and environmentally benign access to highly functionalized hetarenes, avoiding the use of strong organometallic bases. Detailed studies revealed a significant effect of the phosphine ligand, thereby permitting the reaction to occur with excellent levels of chemo- and position selectivity.
ISSN:0936-5214
1437-2096
DOI:10.1055/a-1495-6994