Palladium‐Catalyzed 2‐Pyridylmethyl Transfer from 2‐(2‐Pyridyl)ethanol Derivatives to Organic Halides by Chelation‐Assisted Cleavage of Unstrained C       sp       3      C       sp       3       Bonds | Zendy

Niwa Takashi | Zendy; Yorimitsu Hideki | Zendy; Oshima Koichiro | Zendy

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Palladium‐Catalyzed 2‐Pyridylmethyl Transfer from 2‐(2‐Pyridyl)ethanol Derivatives to Organic Halides by Chelation‐Assisted Cleavage of Unstrained C sp 3 C sp 3 Bonds

Author(s) -

Niwa Takashi,

Yorimitsu Hideki,

Oshima Koichiro

Publication year - 2007

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.200604472

Subject(s) - chemistry , palladium , moiety , catalysis , chelation , halide , aryl , ethanol , medicinal chemistry , cleavage (geology) , bond cleavage , alcohol , yield (engineering) , organic chemistry , polymer chemistry , alkyl , materials science , fracture (geology) , metallurgy , composite material

Making a break for it : Treatment of 2‐(2‐pyridyl)ethanol derivatives with aryl chlorides in the presence of a palladium catalyst results in the transfer of the pyridylmethyl moiety of the alcohol to yield the corresponding (2‐pyridylmethyl)arene. The reaction proceeds by chelation‐assisted cleavage of an C sp 3C sp 3bond (see scheme) followed by formation of a carbon–carbon bond.

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