Synthesis and characterization of thiochromone S,S-dioxides as new photolabile protecting groups.
3-Arylthiochromone derivatives were synthesized as new photolabile protecting groups, in which the photoreactivity was switchable based on oxidation of the sulfur atom (sulfide and sulfone); the protected substrates , released the corresponding alcohols, amines or carbonxylic acids almost quantitatively under UV-light in neutral condition and the photoproduct showed high fluorescence intensity.
Kitani
Satoru
S
Graduate School of Materials Science, Nara Institute of Science and Technology, Takayama, Ikoma, Nara, 630-0192, Japan.
Sugawara
Kazuki
K
Tsutsumi
Ken
K
Morimoto
Tsumoru
T
Kakiuchi
Kiyomi
K
D000438:Alcohols / Q000138:chemical synthesis / Q000737:chemistry / Q000528:radiation effects; D000588:Amines / Q000138:chemical synthesis / Q000737:chemistry / Q000528:radiation effects; D002264:Carboxylic Acids / Q000138:chemical synthesis / Q000737:chemistry / Q000528:radiation effects; D002867:Chromones / Q000138:chemical synthesis* / Q000737:chemistry* / Q000528:radiation effects; D003500:Cyclization; D015394:Molecular Structure; D010087:Oxides / Q000138:chemical synthesis* / Q000737:chemistry* / Q000528:radiation effects; D010777:Photochemistry; D013237:Stereoisomerism; D013438:Sulfhydryl Compounds / Q000138:chemical synthesis* / Q000737:chemistry* / Q000528:radiation effects; D014466:Ultraviolet Rays
D000438:Alcohols; D000588:Amines; D002264:Carboxylic Acids; D002867:Chromones; D010087:Oxides; D013438:Sulfhydryl Compounds