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Enabling the Use of Alkyl Thianthrenium Salts in Cross‐Coupling Reactions by Copper Catalysis
Author(s) -
Chen Cheng,
Wang Minyan,
Lu Hongjian,
Zhao Binlin,
Shi Zhuangzhi
Publication year - 2021
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.202109723
Subject(s) - alkyl , chemistry , reagent , alkylation , sonogashira coupling , catalysis , copper , combinatorial chemistry , coupling reaction , organic chemistry , palladium
Alkyl groups are one of the most widely used groups in organic synthesis. Here, a a series of thianthrenium salts have been synthesized that act as reliable alkylation reagents and readily engage in copper‐catalyzed Sonogashira reactions to build C(sp 3 )−C(sp) bonds under mild photochemical conditions. Diverse alkyl thianthrenium salts, including methyl and disubstituted thianthrenium salts, are employed with great functional breadth, since sensitive Cl, Br, and I atoms, which are poorly tolerated in conventional approaches, are compatible. The generality of the developed alkyl reagents has also been demonstrated in copper‐catalyzed Kumada reactions.