title: Synthesis and characterization of thiochromone S,S-dioxides as new photolabile protecting groups.
abstract: 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.
authors.affiliation: Graduate School of Materials Science, Nara Institute of Science and Technology, Takayama, Ikoma, Nara, 630-0192, Japan.
authors.forename: Satoru
authors.initials: S
authors.lastname: Kitani
authors.forename: Kazuki
authors.initials: K
authors.lastname: Sugawara
authors.forename: Ken
authors.initials: K
authors.lastname: Tsutsumi
authors.forename: Tsumoru
authors.initials: T
authors.lastname: Morimoto
authors.forename: Kiyomi
authors.initials: K
authors.lastname: Kakiuchi
mesh_terms: 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
chemical_list: D000438:Alcohols; D000588:Amines; D002264:Carboxylic Acids; D002867:Chromones; D010087:Oxides; D013438:Sulfhydryl Compounds