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NEW ROUTE FOR THE SYNTHESIS OF N-ALKYL-2-(PHENYLSULFONYL)ANILINES

Aisha Hossan
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Abstract


The main objective of this work was to study the rearrangement reactions of 1-alkyl-2-[(phenylsulfonyl)methyl]pyridinium iodides in the presence of various nucleophiles, leading to N-alkyl-2-(phenylsulfonyl)aniline derivatives. The best results were achieved with alkylammonium sulfites, leading to pyridine ring opening followed by recyclization to give diphenyl sulfone derivatives in up to 78% yields.


Keywords


alkylammonium sulfites; diaryl sulfones; 2-[(phenylsulfonyl)methyl]pyridine; pyridinium salts; sodium benzenesulfinate

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Latvian Institute of Organic Synthesis - Aizkraukles iela, 21, Riga, LV-1006, Latvia - hgs@osi.lv