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Synthesis of 2-(2-hydroxyaryl)alkenylphosphonium salts from phosphine oxides via ring-closing ring-opening approach and their antimicrobial evaluation
Authors
Kuznetsov D.
Lyubina A.
+6 more
Mironov V.
Mukhitova F.
Polyancev F.
Strobykina A.
Tatarinov D.
Voloshina A.
Publication date
1 January 2016
Publisher
Abstract
© 2016 Elsevier LtdA new two-step synthesis of phosphonium salts from phosphine oxides using Grignard reagents is reported. This approach involves a cyclization of Z-dialkyl-(diaryl)[2-(5-chloro-2-hydroxyphenyl)-2-phenylvinyl]phosphine oxides under the action of sulfinyl chloride with the formation of 2,2-dialkyl(diaryl)-6-chloro-4-phenyl-2H-1,2-benzoxaphosphinin-2-ium chlorides followed by ring opening under the action of organomagnesium compounds. The method was successfully applied to prepare a series of a new phosphonium salts bearing phenolic moiety with a wide range of substituents at phosphorus atom. Synthesized phosphonium salts shows high antibacterial and antifungal in vitro activity and low toxicity towards human red blood cell
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Last time updated on 07/05/2019