A Concise Synthesis of Potential COX Inhibitor BRL‐37959 and Analogs Involving Bismuth(III) Catalyzed Friedel−Crafts Acylation | Zendy

Ahmed Shamsul Arefin | Zendy; Hinz Damon J. | Zendy; Jellen Marcus J. | Zendy; Hossain M. Mahmun | Zendy

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A Concise Synthesis of Potential COX Inhibitor BRL‐37959 and Analogs Involving Bismuth(III) Catalyzed Friedel−Crafts Acylation

Author(s) -

Ahmed Shamsul Arefin,

Hinz Damon J.,

Jellen Marcus J.,

Hossain M. Mahmun

Publication year - 2018

Publication title -

chemistry and biodiversity

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.427

H-Index - 70

eISSN - 1612-1880

pISSN - 1612-1872

DOI - 10.1002/cbdv.201800334

Subject(s) - chemistry , friedel–crafts reaction , benzofuran , acylation , trifluoromethanesulfonate , catalysis , total synthesis , bismuth , combinatorial chemistry , organic chemistry , stereochemistry

We report the development of a concise method of synthesizing possible cyclooxygenase (COX) inhibitor BRL‐37959, which is believed to be a potent nonsteroidal anti‐inflammatory drug (NSAID). The four‐step synthesis greatly increased the efficiency of compound production from commercially available salicylaldehydes. The synthesis involved an optimized, bismuth(III) trifluoromethanesulfonate catalyzed benzoylation of a benzofuran ring.

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