69222-98-6Relevant academic research and scientific papers
Efficient ring-opening reaction of epoxides and aziridines promoted by tributylphosphine in water
Fan, Ren-Hua,Hou, Xue-Long
, p. 726 - 730 (2003)
Tributylphosphine was found to be an effective promoting reagent for the ring-opening reaction of various epoxides and aziridines with nucleophile to produce corresponding anti-bifunctional products in moderate to excellent yields in water.
Synthesis and application of Cu(II) immobilized MCM-41 based solid Lewis acid catalyst for aminolysis reaction under solvent-free condition
Chaudhary, Garima,Gupta, Neha,Singh, Amit Pratap
, (2021/07/22)
In this paper, a Cu(II) immobilized periodic mesoporous organosilica (PMOs) was synthesized and used as a reusable solid Lewis acid catalyst for the aminolysis of epoxides under solvent-free conditions. An amide-based ligand, L-propylsilyl (1) having a specific binding pocket was prepared and fabricated on mesoporous MCM-41 to produce mesoporous organosilica L-propylsilyl@MCM-41 (2). Further, it has been utilized for anchoring Cu(II) ions under controlled reaction conditions to yield solid Lewis acid catalyst Cu(II)-L-propylsilyl@MCM-41 (3). The synthesized catalyst 3 exhibits significantly higher catalytic activity for aminolysis compared to hitherto known solid Lewis acid catalysts. An extensive range of β-amino alcohols with high regio and stereoselectivity were prepared by using catalyst 3. The catalyst was recovered easily and reused eight times without any loss in its catalytic activity. Furthermore, the synthesis of clinically significant propranolol (β-blocker) from α- naphthyl glycidyl ether was attained successfully using catalyst 3 in a very decent yield.
Rapid, benign, and additive-free thiolysis of epoxides under ultrasonic/aqueous conditions
Mojtahedi, Mohammad M.,Khalili, Sajad
, p. 431 - 437 (2014/06/10)
An environmentally friendly and efficient procedure is developed for ring opening of various epoxides with thiols under non-thermal conditions. Reactions take place by ultrasonic irradiation of the two reactants suspended in an additive-free aqueous mediu
Lithium BINOL phosphate catalyzed desymmetrization of meso-epoxides with aromatic thiols
Ingle, Gajendrasingh,Mormino, Michael G.,Antilla, Jon C.
supporting information, p. 5548 - 5551 (2015/02/19)
A highly enantioselective method for desymmetrization of meso-epoxides using thiols is reported. This is the first example of epoxide activation achieved using metal BINOL phosphates. The reaction has a broad scope in terms of epoxide substrates and aroma
Highly enantioselective kinetic resolution of trans-2-(phenylthio) cyclohexanol derivatives by immobilized Candida antartica B lipase
Chimni, Swapandeep Singh,Kaur, Kirandeep,Bala, Neeraj
, p. 67 - 74 (2013/10/22)
Candida antartica B (immobilized CAL-B) mediated resolutions of trans-2-(phenylthio)cyclohexanol derivatives using vinyl acetate as acylating agent and MTBE as solvent provide excellent enantioselectivity (up to >99%) and high yield of both the enantiomer
Recyclable superparamagnetic Fe3O4 nanoparticles for efficient catalysis of thiolysis of epoxides
Mojtahedi, Mohammad M.,Abaee, M. Saeed,Rajabi, Azam,Mahmoodi, Peyman,Bagherpoor, Saeed
experimental part, p. 68 - 71 (2012/08/07)
An efficient and rapid procedure is developed for room-temperature ring opening of various epoxides with thiols under solvent-free conditions in the presence of catalytic amount of superparamagnetic Fe3O4 nanoparticles. As a result,
LiOH-catalyzed simple ring opening of epoxides under solvent-free conditions
Azizi, Najmedin,Khajeh-Amiri, Alireza,Ghafuri, Hossein,Bolourtchian, Mohammad
scheme or table, p. 1550 - 1557 (2010/09/06)
LiOH has been found to be a very simple and selective catalyst for the rapid and mild synthesis of β-hydroxy sulfides and β-hydroxyl nitriles by ring opening of epoxides with aromatic, aliphatic, and heterocyclic thiols and trimethylsilyl cyanide at room temperature under solvent free conditions. All the reactions proceeded satisfactorily in short times and afforded the corresponding products in good to excellent yields with high regioselectivity and chemoselectivity under mild reaction conditions. Copyright Taylor & Francis Group, LLC.
One-pot synthesis of β-amino/β-hydroxy selenides and sulfides from aziridines and epoxides
Ganesh, Venkataraman,Chandrasekaran, Srinivasan
experimental part, p. 3267 - 3278 (2010/02/27)
Diaryl disulfides and diselenides undergo facile cleavage on treatment with rongalite (sodium hydroxymethanesulfinate) to generate the corresponding thiolate and selenolate species in situ, which effect the ring opening of aziridines and epoxides in a reg
Cyanuric chloride: An efficient catalyst for ring opening of epoxides with thiols under solvent-free conditions
Bandgar, Babasaheb P.,Joshi, Neeta S.,Kamble, Vinod T.,Sawant, Sanjay S.
, p. 231 - 234 (2008/09/18)
2,4,6-Trichloro-1,3,5-triazine-catalyzed convenient and efficient ring opening of epoxides with thiols under solvent-free conditions is described. Short reaction time, mild reaction conditions, inexpensive and readily available catalyst, and excellent yie
Borax-catalyzed thiolysis of 1,2-epoxides in aqueous medium
Gao, Peng,Xu, Peng-Fei,Zhai, Hongbin
scheme or table, p. 6536 - 6538 (2009/04/06)
A convenient, economical, and practical protocol for borax-catalyzed thiolysis of 1,2-epoxides in aqueous medium has been developed, which has greatly expanded the utility scope of borax in organic synthesis.
