Use of a Readily Removable Auxiliary Group for the Synthesis of Pyrrolidones by the Palladium‐Catalyzed Intramolecular Amination of Unactivated γ C(sp 3 )H Bonds | Zendy

He Gang | Zendy; Zhang ShuYu | Zendy; Nack William A. | Zendy; Li Qiong | Zendy; Chen Gong | Zendy

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Use of a Readily Removable Auxiliary Group for the Synthesis of Pyrrolidones by the Palladium‐Catalyzed Intramolecular Amination of Unactivated γ C(sp 3 )H Bonds

Author(s) -

He Gang,

Zhang ShuYu,

Nack William A.,

Li Qiong,

Chen Gong

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.201305615

Subject(s) - amination , palladium , ceric ammonium nitrate , intramolecular force , chemistry , catalysis , functional group , medicinal chemistry , ammonium , combinatorial chemistry , organic chemistry , polymer , grafting

Easy on, easy off : Directing groups found to promote the palladium‐catalyzed amination of γ C(sp 3 )H and C(sp 2 )H bonds of secondary amides included 5‐methoxy‐8‐aminoquinoline, which can be removed under mild conditions (see scheme; CAN=ceric ammonium nitrate). In conjunction with a β‐CH methylation or γ‐CH arylation step, the γ‐C(sp 3 )H amination provided access to complex pyrrolidones from readily available precursors.

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