- Visible light photoredox catalyzed deprotection of 1,3-oxathiolanes
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An efficient visible light photoredox catalyzed aerobic deprotection of 1,3-oxathiolanes using organic dye Eosin Y as a photocatalyst is disclosed. The deprotection procedure features the use of a metal-free catalyst, mild conditions, a broad range of substrate scope, and good functional group tolerance. 35 examples were tested under the standard conditions and most of them afforded the deprotected products in modest to high yields.
- Yang, Mingyang,Xing, Zhimin,Fang, Bowen,Xie, Xingang,She, Xuegong
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supporting information
p. 288 - 291
(2020/01/13)
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- Facile protection of carbonyl compounds as oxathiolanes and thioacetals promoted by PEG1000-based dicationic acidic ionic liquid as chemoselective and recyclable catalyst
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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
- Ren, Yi-Ming,Shao, Juan-Juan,Wu, Zhi-Chuan,Zhang, Shuai,Tao, Ting-Xian
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p. 392 - 394
(2014/06/09)
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- Nickel(II) chloride hexahydrate catalyzed reaction of aromatic aldehydes with 2-mercaptoethanol: Formation of supramolecular helical assemblage of the product
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Various aromatic aldehydes on reaction with 2-mercaptoethanol provided an unanticipated product, bis(2-hydroxyethyl)dithioacetals (3) as the major product along with the expected product 1,3-oxathiolanes (4) in the presence of 0.05 equiv amount of nickel(
- Laskar, Rajibul A.,Begum, Naznin A.,Mir, Mohammad Hedayetullah,Rohman, Md. Rumum,Khan, Abu T.
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p. 5839 - 5844
(2013/10/21)
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- An efficient method for the oxathioacetalization of carbonyl compounds using N-bromosaccharin as a catalyst
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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.
- Alinezhad, Heshmatollah,Fallahi, Shahrouz
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experimental part
p. 927 - 929
(2012/08/28)
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- Efficient procedure for oxathioacetalization using the novel ionic liquid
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The novel ionic liquid with multi-SO3H groups has been synthesized through the simple procedure and its catalytic activity for the oxathioacetalization was investigated carefully at room temperature under solvent-free condition. The results sho
- Bao, Shaohua,Chen, Lu,Ji, Yongjun,Yang, Jianguo
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experimental part
p. 2119 - 2122
(2011/10/03)
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- An efficient and mild deprotection of 1,3-oxathiolanes to carbonyl compounds using the superoxide ion
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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.
- Singh, Satish Kumar,Singh, Krishna Nand
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body text
p. 2339 - 2343
(2010/03/26)
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- Facile protection of carbonyl compounds as oxathiolanes and transoxathioacetalization of oxyacetals promoted by iron(III) trifluoroacetate or trifluoromethanesulfonate as chemoselective and recyclable catalysts
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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
- Adibi, Hadi,Jafari, Hadi
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p. 679 - 682
(2008/01/01)
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- An efficient and chemoselective method for conversion of carbonyl compounds to 1,3-oxathiolanes with 2-mercaptoethanol catalyzed by TiCl 4-montmorillonite
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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
- Jin, Tong-Shou,Zhao, Rui-Qiao,Ma, Yan-Ran,Yang, Mi-Na,Guo, Jun-Jie,Li, Tong-Shuang
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p. 503 - 505
(2007/10/03)
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- Silica-supported perchloric acid (HClO4-SiO2): A versatile catalyst for tetrahydropyranylation, oxathioacetalization and thioacetalization
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A simple and convenient synthetic protocol for the protection of hydroxyl group as tetrahydropyranyl ether as well as carbonyl functionality as oxathioacetal and thioacetal has been achieved using a catalytic amount of silica-supported perchloric acid und
- Khan, Abu T.,Parvin, Tasneem,Choudhury, Lokman H.
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p. 2497 - 2502
(2008/02/03)
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- Microwave-mediated efficient protection of carbonyl compounds as 1,3-oxathiolanes in the presence of iodine under solvent free condition
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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
- Bez, Ghanashyam,Baruah, Nabajyoti
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p. 542 - 543
(2007/10/03)
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- Iron(III) fluoride: A highly efficient and versatile catalyst for the protection of carbonyl compounds under solvent-free conditions
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Carbonyl compounds are successfully converted into oxathioacetals and dithioacetals with 2-mercaptoethanol and ethane-1,2-dithiol using a catalytic amount of iron(m) fluoride under solvent-free conditions. The catalysts were recovered and reused in variou
- Bandgar, Babasaheb P.,Kamble, Vinod T.,Kulkarni, Ashwini
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p. 607 - 610
(2007/10/03)
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- Montmorillonite K-10 clay as an efficient solid catalyst for chemoselective protection of carbonyl compounds as oxathiolanes with 2-mercaptoethanol
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Montmorillonite K-10 clay has been found to be a mild and efficient solid catalyst for the protection of a variety of carbonyl compounds, such as oxathiolanes, with 2-mercaptoethanol in good to excellent yields. In addition, by using this catalyst, high chemoselective protection of aldehydes in presence of ketones has been achieved.
- Gogoi, Siddhartha,Borah, Jagat C.,Barua, Nabin C.
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p. 1592 - 1594
(2007/10/03)
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- Deprotection of 1,3-oxathiolanes to carbonyl compounds with montmorillonite K10
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Montmorillonite K10 has been used in the deprotection of different aromatic and aliphatic 1,3-oxathiolanes to the corresponding carbonyl compounds in 73 to 97% yields under mild and environmentally compatible conditions.
- Chauhan,Kumar, Anil,Sahoo
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p. 2635 - 2637
(2007/10/03)
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- A mild and efficient method for the protection of carbonyl compounds as oxathiolanes, dithiolanes and dithianes catalyzed by molybdenyl acetylacetonate
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Carbonyl compounds have been successfully converted into their corresponding oxathiolane, dithiolane and dithiane derivatives in excellent yields with 2-mercaptoethanol, 1,2-ethanedithiol and 1,3-propanedithiol using a catalytic amount of molybdenyl acety
- Rana, Kalyan Kumar,Guin, Chandrani,Jana, Samaresh,Roy, Subhas Chandra
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p. 8597 - 8599
(2007/10/03)
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- Mild and efficient iodine catalyzed protection of carbonyl compounds as oxathiolane derivatives
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A number of aldehydes and ketones have been protected as their corresponding 1,3-oxathiolane derivatives with 2-mercaptoethanol using catalytic amount of molecular iodine.
- Rana,Guin,Banerjee,Roy
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p. 1005 - 1006
(2007/10/03)
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- 2,4,4,6-Tetrabromo-2,5-cyclohexadienone (TABCO), N-bromosuccinimide (NBS) and bromine as efficient catalysts for dithioacetalization and oxathioacetalization of carbonyl compounds and transdithioacetalization reactions
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The use of 2,4,4,6-tetrabromo-2,5-cyclohexadienone (TABCO), N-bromosuccinimide (NBS), and bromine as efficient catalysts for conversion of carbonyl compounds to their cyclic and acyclic dithioacetals and 1,3-oxathiolanes under mild reaction conditions are described. These catalysts are also used for efficient transdithioacetalization of acetals, diacetals, ketals, acylals, enamines, hydrazones, and oximes with high yields in the presence of thiols.
- Iranpoor, Nasser,Firouzabadi, Habib,Shaterian, Hamid Reza,Zolfigol
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p. 1047 - 1071
(2007/10/03)
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- Oxathioacetalization, thioacetalization and transthioacetalization of carbonyl compounds by N-bromosuccinimide: Selectivity and scope
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Efficient oxathioacetalization, thioacetalization and transthioacetalization of carbonyl compounds have been achieved in high yields employing N-bromosuccinimide as a catalyst.
- Kamal, Ahmed,Chouhan, Gagan,Ahmed, Kaleem
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p. 6947 - 6951
(2007/10/03)
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- Indium trifluoromethanesulfonate as a mild and chemoselective catalyst for the conversion of carbonyl compounds into 1,3-oxathiolanes
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An efficient method for the preparation of 1,3-oxathiolanes from aldehydes and ketones with 2-mercaptoethanol in the presence of a catalytic amount of indium trifluoromethanesulfonate is reported.
- Kazahaya, Kiyoshi,Hamada, Nao,Ito, Shinya,Sato, Tsuneo
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p. 1535 - 1537
(2007/10/03)
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- Amberlyst 15 as a mild, chemoselective and reusable heterogeneous catalyst for the conversion of carbonyl compounds to 1,3-oxathiolanes
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The synthesis of 1,3-oxathiolanes from carbonyl compounds has been performed in good yields using Amberlyst15 as a convenient, reusable, heterogeneous catalyst. The procedure can be applied for the chemoselective protection of aldeydes in the presence of
- Ballini,Bosica,Maggi,Mazzacani,Righi,Sartori
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p. 1826 - 1829
(2007/10/03)
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- Zirconium tetrachloride (ZrCl4) as an efficient and chemoselective catalyst for conversion of carbonyl compounds to 1,3-oxathiolanes
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Different types of aldehydes and ketones can be efficiently converted into their corresponding 1,3-oxathiolanes using 2-mercaptoethanol (1.5-3.2 equiv.) in the presence of catalytic amount (0.04-0.15 equiv.) of ZrCl4 in CH2Cl2/
- Karimi, Babak,Seradj, Hassan
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p. 805 - 806
(2007/10/03)
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- Comparative radioprotective activity of various pentagonal compounds with two heteroatomes
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Various heterocyclic compounds with two heteroatomes were synthesized and their potential radioprotective activity was tested. This study shows the interest of phenylthiazolidines derivatives in chemical radioprotection.
- Robbe,Fernandez,Dubief,et al.
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p. 235 - 243
(2007/10/02)
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