Palladium‐Catalyzed Hydrobenzylation of  ortho ‐Tolyl Alkynyl Ethers by Benzylic CH Activation: Remarkable Alkynoxy‐Directing Effect | Zendy

Minami Yasunori | Zendy; Yamada Kotomi | Zendy; Hiyama Tamejiro | Zendy

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Palladium‐Catalyzed Hydrobenzylation of ortho ‐Tolyl Alkynyl Ethers by Benzylic CH Activation: Remarkable Alkynoxy‐Directing Effect

Author(s) -

Minami Yasunori,

Yamada Kotomi,

Hiyama Tamejiro

Publication year - 2013

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.201304893

Subject(s) - electrophile , palladium , chemistry , catalysis , methylene , medicinal chemistry , surface modification , combinatorial chemistry , organic chemistry

It's selective : The title reaction involves palladium(0)‐catalyzed insertion of CC bonds into benzylic C(sp 3 )H bonds, thus providing efficient access to 2‐methylene‐2,3‐dihydrobenzofurans, which transform into benzofurans upon treatment with a weak acid (e.g., AcOH) and electrophiles. The alkynoxy group serves as a directing group in promoting CH bond functionalization.

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