Nickel‐ and Cobalt‐Catalyzed Direct Alkylation of Azoles with  N ‐Tosylhydrazones Bearing Unactivated Alkyl Groups | Zendy

Yao Tomoyuki | Zendy; Hirano Koji | Zendy; Satoh Tetsuya | Zendy; Miura Masahiro | Zendy

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Nickel‐ and Cobalt‐Catalyzed Direct Alkylation of Azoles with N ‐Tosylhydrazones Bearing Unactivated Alkyl Groups

Author(s) -

Yao Tomoyuki,

Hirano Koji,

Satoh Tetsuya,

Miura Masahiro

Publication year - 2012

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.201106825

Subject(s) - benzoxazole , alkylation , alkyl , cobalt , catalysis , chemistry , nickel , benzothiazole , azole , combinatorial chemistry , organic chemistry , medicinal chemistry , biology , antifungal , microbiology and biotechnology

A matter of catalyst : Azole compounds can be directly alkylated with N ‐tosylhydrazones that bear unactivated alkyl groups (see scheme; phen=1,10‐phenanthroline, Ts= p ‐toluenesulfonyl). Nickel catalysis enables the introduction of simple secondary alkyl chains into benzoxazole compounds, whereas the alkylation of 5‐aryloxazoles and benzothiazole is possible by using a cobalt catalyst.

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