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Cross‐Coupling of Aryl Grignard Reagents with Aryl Iodides and Bromides through S RN 1 Pathway
Author(s) -
Shirakawa Eiji,
Hayashi Yumi,
Itoh Kenichi,
Watabe Ryo,
Uchiyama Nanase,
Konagaya Wataru,
Masui Seiji,
Hayashi Tamio
Publication year - 2012
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201106086
Subject(s) - aryl , tetrahydrofuran , reagent , chemistry , halide , toluene , grignard reagent , set (abstract data type) , solvent , combinatorial chemistry , grignard reaction , coupling (piping) , organic chemistry , computer science , materials science , programming language , alkyl , metallurgy
Game, SET, and match : Aryl Grignard reagents undergo coupling with aryl halides when toluene is used as a solvent in combination with a small amount of tetrahydrofuran (see scheme). The reaction proceeds through an S RN 1 mechanism, and does not require any transition metal catalysts.