Activation of the CF Bond: Transformation of CF 3 NN‐ into 5‐Azidotetrazoles | Zendy

Abe Takashi | Zendy; Tao GuoHong | Zendy; Joo YoungHyuk | Zendy; Huang Yangen | Zendy; Twamley Brendan | Zendy; Shreeve Jean'ne M. | Zendy

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Activation of the CF Bond: Transformation of CF 3 NN‐ into 5‐Azidotetrazoles

Author(s) -

Abe Takashi,

Tao GuoHong,

Joo YoungHyuk,

Huang Yangen,

Twamley Brendan,

Shreeve Jean'ne M.

Publication year - 2008

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.200802459

Subject(s) - yield (engineering) , bond , conjugated system , transformation (genetics) , chemistry , tetrazole , medicinal chemistry , combinatorial chemistry , stereochemistry , physics , organic chemistry , thermodynamics , business , biochemistry , finance , gene , polymer

N&Ns : The CF bond of trifluoromethylazoalkanes, in the presence of a hydrogen at the α carbon, is activated under basic conditions to form a difluoromethylene intermediate with a conjugated double bond, which is transformed in good yield to the corresponding 5‐azido‐(1‐dialkylimino)tetrazole by reaction with NaN 3 .

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