5684-32-2Relevant academic research and scientific papers
Blue LED-Promoted Oxathiacetalization of Aldehydes and Ketones
Liu, You-Chen,Reddy, Daggula Mallikarjuna,Chen, Xin-An,Shieh, Yi-Chen,Lee, Chin-Fa
, p. 2542 - 2552 (2020/04/27)
In synthetic chemistry, the protection of aldehydes and ketones is crucial during multistep synthesis of complex molecules. Organic chemists have paid substantial attention to the synthesis of 1,3-oxathiolanes and 1,3-oxathianes because of their considera
Selective arylthiolane deprotection by singlet oxygen: A promising tool for sensors and prodrugs
Lamb, Brian M.,Barbas, Carlos F.
supporting information, p. 3196 - 3199 (2015/05/27)
A routine thioketal protecting group reacts rapidly and selectively with singlet oxygen to reveal ketone products in good (aryl 1,3-dithiolane) to excellent (aryl 1,3-oxathiolane) yields. Arylthiolanes are stable to biologically relevant reactive oxygen species and can be used as a light-activated gating mechanism for activating fluorescent sensors or small molecule prodrugs.
Facile protection of carbonyl compounds as oxathiolanes and thioacetals promoted by PEG1000-based dicationic acidic ionic liquid as chemoselective and recyclable catalyst
Ren, Yi-Ming,Shao, Juan-Juan,Wu, Zhi-Chuan,Zhang, Shuai,Tao, Ting-Xian
, p. 392 - 394 (2014/06/09)
Efficient oxathioacetalization and thioacetalization of carbonyl compounds have been achieved in high yields employing PEG1000-based dicationic acidic ionic liquid as a catalyst. The PEG ionic liquid and toluene have the advantages of both homo
Silica-gel supported sulfamic acid (SA/SiO2) as an efficient and reusable catalyst for conversion of ketones into oxathioacetals and dithioacetals
Aoyama, Tadashi,Suzuki, Toshihiko,Nagaoka, Takashi,Takido, Toshio,Kodomari, Mitsuo
, p. 553 - 566 (2013/01/15)
A simple and efficient method for the conversion of carbonyl compounds to oxathioacetals and dithioacetals using SA/SiO2 as an acid catalyst has been achieved. SA/SiO2 is easily recovered from the reaction mixture and can be reused at least 15 times without loss of catalytic activity.
An efficient method for the oxathioacetalization of carbonyl compounds using N-bromosaccharin as a catalyst
Alinezhad, Heshmatollah,Fallahi, Shahrouz
experimental part, p. 927 - 929 (2012/08/28)
A mild and highly chemoselective method for the preparation of oxathiolane from aliphatic and aromatic aldehydes and ketones with 2-mercaptoethanol in the presence of catalytic amount of N-bromosaccharin at room temperature is reported.
Catalytic carbon-sulfur bond formation by amphoteric vanadyl triflate: exploring with thia-Michael addition, thioacetalization, and transthioacetalization reactions
Chen, Chien-Tien,Lin, Yow-Dzer,Liu, Cheng-Yuan
supporting information; experimental part, p. 10470 - 10476 (2010/02/28)
A series of thiols have been examined as protic nucleophiles for Michael-type additions to α,β-unsaturated carbonyls as well as double nucleophilic condensations with aldehydes, ketones, and acetals catalyzed by amphoteric, water-tolerant vanadyl triflate under mild and neutral conditions. The newly developed C-S bond formation protocols were carried out smoothly in good to high yields in a highly chemoselective manner.
An efficient and mild deprotection of 1,3-oxathiolanes to carbonyl compounds using the superoxide ion
Singh, Satish Kumar,Singh, Krishna Nand
body text, p. 2339 - 2343 (2010/03/26)
An efficient deprotection of 1,3-oxathiolanes to carbonyl compounds has been achieved under the mild reaction conditions of tetraethylammonium superoxide in an aprotic medium at room temperature.
Facile protection of carbonyl compounds as oxathiolanes and transoxathioacetalization of oxyacetals promoted by iron(III) trifluoroacetate or trifluoromethanesulfonate as chemoselective and recyclable catalysts
Adibi, Hadi,Jafari, Hadi
, p. 679 - 682 (2008/01/01)
Oxathioacetalization of carbonyl compounds and transoxathioacetalization of O,O-acetals/ketals are reported under nearly neutral conditions promoted by iron(III) trifluoroacetate [Fe(CF3CO2)3] or trifluoromethanesulfonate
An efficient and chemoselective method for conversion of carbonyl compounds to 1,3-oxathiolanes with 2-mercaptoethanol catalyzed by TiCl 4-montmorillonite
Jin, Tong-Shou,Zhao, Rui-Qiao,Ma, Yan-Ran,Yang, Mi-Na,Guo, Jun-Jie,Li, Tong-Shuang
, p. 503 - 505 (2007/10/03)
Formation of 1,3-oxathiolanes from aldehydes and ketones using 2-mercaptoethanol in the presence of TiCl4-montmorillonite under mild reaction conditions in excellent yields is described. Chemoselective monothioacetalization of aldehyde in the p
Microwave-mediated efficient protection of carbonyl compounds as 1,3-oxathiolanes in the presence of iodine under solvent free condition
Bez, Ghanashyam,Baruah, Nabajyoti
, p. 542 - 543 (2007/10/03)
A mild, efficient, and solvent free protocol for conversion of aldehydes and ketones into their corresponding 1,3-oxathiolanes using 2-mercaptoethanol in the presence of catalytic amount of elemental iodine is reported. Copyright
