O-TBS-N-tosylhydroxylamine: a reagent for facile conversion of alcohols to oximes.
A variety of oximes were synthesized from the corresponding alcohols, alkyl halides, or alkyl sulfonates without using external oxidants. With this simple two-step procedure involving substitution with readily available TsNHOTBS and subsequent treatment with CsF, a range of oximes were prepared including the ones hardly preparable with conventional procedures.
Kitahara
Katsushi
K
Graduate School of Pharmaceutical Sciences, University of Tokyo, Hongo, Tokyo, Japan.
Toma
Tatsuya
T
Shimokawa
Jun
J
Fukuyama
Tohru
T
D000438:Alcohols / Q000737:chemistry*; D002586:Cesium / Q000737:chemistry; D005459:Fluorides / Q000737:chemistry; D007202:Indicators and Reagents; D010091:Oximes / Q000737:chemistry*; D014105:Tosyl Compounds / Q000737:chemistry*
D000438:Alcohols; D007202:Indicators and Reagents; D010091:Oximes; D014105:Tosyl Compounds; D002586:Cesium; D005459:Fluorides; C027754:cesium fluoride