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Cross-Coupling of Aryl Grignard Reagents with Aryl Iodides and Bromides through SRN1 Pathway

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  • This work has been supported financially in part by Grant-in-Aids for Scientific Research on Innovative Areas “Molecular Activation Directed toward Straightforward Synthesis” (23105521 to E.S.) and by the Global COE Program “Integrated Materials Science” from the Ministry of Education, Culture, Sports, Science and Technology of Japan. N.U. thanks the JSPS for a Research Fellowship for Young Scientists. We are grateful to Yuki Yamamoto, Mitsuru Harada, Dr. Kenji Kitayama, and Ikuo Takahashi (Daicel Chemical Industries, Ltd.) for ICP analysis.

Abstract

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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 SRN1 mechanism, and does not require any transition metal catalysts.

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