Domino Condensation/S‐Arylation/Heterocyclization Reactions: Copper‐Catalyzed Three‐Component Synthesis of 2‐N‐Substituted Benzothiazoles | Zendy

Ma Dawei | Zendy; Lu Xu | Zendy; Shi Liu | Zendy; Zhang Hui | Zendy; Jiang Yongwen | Zendy; Liu Xiangqian | Zendy

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Domino Condensation/S‐Arylation/Heterocyclization Reactions: Copper‐Catalyzed Three‐Component Synthesis of 2‐N‐Substituted Benzothiazoles

Author(s) -

Ma Dawei,

Lu Xu,

Shi Liu,

Zhang Hui,

Jiang Yongwen,

Liu Xiangqian

Publication year - 2011

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.201005787

Subject(s) - domino , chemistry , carbon disulfide , substituent , aryl , alkyl , combinatorial chemistry , catalysis , nucleophile , condensation , organic chemistry , physics , thermodynamics

All in it together : A highly efficient and extremely versatile method for the assembly of benzothiazoles with a nitrogen substituent in the 2‐position relies on a copper‐catalyzed cascade reaction of a 2‐haloaniline, carbon disulfide, and an N nucleophile (see scheme). The products are useful precursors for the synthesis of a range of important pharmaceutical agents. DMF= N , N ‐dimethylformamide; R,R′=H, alkyl, aryl; Z=Me, CF 3 , CO 2 Me, CN, N 2 O, Cl, F, Ac.

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