18138-19-7Relevant academic research and scientific papers
Investigation of the thionation reaction of cyclic imides
Orzeszko,Maurin,Melon-Ksyta
, p. 1035 - 1040 (2001)
A series of monothioimides and dithioimides were synthesised using Lawesson's reagent. It has been found that two main effects affect thionation reaction. The high polarity of carbonyl groups leads to good yields of mono- and dithioimides. On the other hand, steric hindrance in the vicinity of the carbonyl group strongly inhibits the replacement of the oxygen atom by sulfur.
Single-Atom Fluorescence Switch: A General Approach toward Visible-Light-Activated Dyes for Biological Imaging
Tang, Juan,Robichaux, Michael A.,Wu, Kuan-Lin,Pei, Jingqi,Nguyen, Nhung T.,Zhou, Yubin,Wensel, Theodore G.,Xiao, Han
supporting information, p. 14699 - 14706 (2019/10/11)
Photoactivatable fluorophores afford powerful molecular tools to improve the spatial and temporal resolution of subcellular structures and dynamics. By performing a single sulfur-for-oxygen atom replacement within common fluorophores, we have developed a facile and general strategy to obtain photoactivatable fluorogenic dyes across a broad spectral range. Thiocarbonyl substitution within fluorophores results in significant loss of fluorescence via a photoinduced electron transfer-quenching mechanism as suggested by theoretical calculations. Significantly, upon exposure to air and visible light residing in their absorption regime (365-630 nm), thio-caged fluorophores can be efficiently desulfurized to their oxo derivatives, thus restoring strong emission of the fluorophores. The effective photoactivation makes thio-caged fluorophores promising candidates for super-resolution imaging, which was realized by photoactivated localization microscopy (PALM) with low-power activation light under physiological conditions in the absence of cytotoxic additives (e.g., thiols, oxygen scavengers), a feature superior to traditional PALM probes. The versatility of this thio-caging strategy was further demonstrated by multicolor super-resolution imaging of lipid droplets and proteins of interest.
A novel one-pot, three-component reaction: Formation of tricyclic 1,2-dihydropyridines via mesomeric betaines
Yamada, Shinji,Misono, Tomoko,Morita, Chisako,Nunami, Noriko
, p. 7365 - 7367 (2007/10/03)
A one-pot, three-component reaction of pyridine, thiophthalimide and acyl chloride gives novel tricyclic 1,2-dihydropyridines regio- and stereoselectively, in which a mesomeric betaine would be a key intermediate for [4+2]-cycloaddition reaction with thiocarbonyl compounds.
STUDIES ON ORGANOPHOSPHORUS COMPOUNDS XLVII PREPARATION OF THIATED SYNTHONS OF AMIDES, LACTAMS AND IMIDES BY USE OF SOME NEW P,S-CONTAINING REAGENTS
Yde, B.,Yousif, N. M.,Pedersen, U.,Thomsen, I.,Lawesson, S. -O.
, p. 2047 - 2052 (2007/10/02)
The thionation properties of 2,4-bismethylthio-1,3,2,4-dithiadiphosphetane 2,4-disulfide, 1, 2,4-bis(4-phenoxyphenyl)-1,3,2,4-dithiaphosphetane 2,4-disulfide, 2, 2,4-bis(4-phenylthiophenyl)-1,3,2,4-dithiaphosphetane 2,4-disulfide, 3, and 2,4-bis(4-methoxyphenyl)-1,3,2,4-dithiaphosphetane 2,4-disulfide (LR), 4, have been investigated on a series of amides, lactams and imides.The most remarkable feature is that 2, 3 and 4 thionate most amides and lactams in THF at room temperature (reaction time 5 min) to give the corresponding thionated compounds.Imides are easily thionated by 2, 3 and 4 in DME at 60 oC.The reactions of 1 with amides, imides and most lactams are run at 60 oC to give good yields of the corresponding thionated compounds.
