30089-62-4Relevant articles and documents
Graphene-Catalyzed Direct Friedel-Crafts Alkylation Reactions: Mechanism, Selectivity, and Synthetic Utility
Hu, Feng,Patel, Mehulkumar,Luo, Feixiang,Flach, Carol,Mendelsohn, Richard,Garfunkel, Eric,He, Huixin,Szostak, Michal
supporting information, p. 14473 - 14480 (2015/11/27)
Transition-metal-catalyzed alkylation reactions of arenes have become a central transformation in organic synthesis. Herein, we report the first general strategy for alkylation of arenes with styrenes and alcohols catalyzed by carbon-based materials, exploiting the unique property of graphenes to produce valuable diarylalkane products in high yields and excellent regioselectivity. The protocol is characterized by a wide substrate scope and excellent functional group tolerance. Notably, this process constitutes the first general application of graphenes to promote direct C-C bond formation utilizing polar functional groups anchored on the GO surface, thus opening the door for an array of functional group alkylations using benign and readily available graphene materials. Mechanistic studies suggest that the reaction proceeds via a tandem catalysis mechanism in which both of the coupling partners are activated by interaction with the GO surface.
Microwave-accelerated alkylation of arenes/heteroarenes with benzylic alcohols using antimony(III) chloride as catalyst: Synthesis of O-heterocycles
Shukla, Prashant,Choudhary, Manoj K.,Nayak, Sandip K.
supporting information; experimental part, p. 1585 - 1591 (2011/08/03)
An efficient protocol for alkylation of electron-rich arenes/heteroarenes with benzylic alcohols under microwave irradiation using antimony(III) chloride as catalyst has been developed. The mild reaction conditions, high yields, operational simplicity, and applicability to various substrates render the approach a useful route for the synthesis of diaryl/triarylalkane. In addition, a new route for the conversion of ortho-alkenylated phenols into functionalized O-heterocycles has been accomplished. Georg Thieme Verlag Stuttgart ? New York.
Highly efficient iodine-catalyzed hydroarylation of arenes with styrenes
Chu, Cheng-Ming,Huang, Wan-Ju,Liu, Ju-Tsung,Yao, Ching-Fa
, p. 6881 - 6885 (2008/02/12)
Iodine mediates the hydroarylation of styrenes with arenes and heteroarenes to afford 1,1-diarylalkanes in good to high yields. Details regarding the substrate scope and selectivity of this hydroarylation reaction are discussed.