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1‐Methyl‐3‐phenyl‐3‐thiocyanato‐1 H ,3 H ‐quinoline‐2,4‐dione: A novel thiocyanating agent
Author(s) -
Klásek Antonín,
Mrkvička Vladimír
Publication year - 2003
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570400501
Subject(s) - chemistry , quinoline , reagent , nucleophile , medicinal chemistry , wittig reaction , primary (astronomy) , stereochemistry , organic chemistry , catalysis , physics , astronomy
Under mild reaction conditions, the thiocyanato group is selectively transferred from 1‐methyl‐3‐phenyl‐3‐thiocyanato‐1 H ,3 H ‐quinoline‐2,4‐dione ( 3 ) to some nucleophiles. Aliphatic primary and secondary amines are converted to S‐cyanothiohydroxylamines, anilines afford p ‐thiocyanatoanilines, Wittig reagent is thiocyanated in α‐position, and thiols are oxidized to disulfides.