- LiClO4-catalyzed ring-opening of aziridines with aromatic amines
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A variety of N-tosylaziridines undergo smoothly ring opening with aromatic amines using a catalytic amount of lithium perchlorate in acetonitrile at ambient temperature to afford the corresponding 1,2-diamines in excellent yields.
- Yadav,Reddy,Jyothirmai,Murty
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- Indium tribromide catalyzed aminolysis of aziridines: An efficient synthesis of vicinal-diamines
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Indium tribromide catalyzes efficiently the aminolysis of activated aziridines with aromatic amines under mild reaction conditions to afford the corresponding vicinal-diamines in high yields with high selectivity.
- Yadav,Reddy,Vishweshwar Rao,Saritha Raj,Prasad
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- A highly efficient and general method for the ring-opening of aziridines with various nucleophiles in DMSO
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Ring-opening of aziridines with various nucleophiles (such as amines, thiols, and silylated nucleophiles) in DMSO under mild conditions without any catalyst afforded the corresponding products in good to excellent yields. The Royal Society of Chemistry 20
- Wu, Jie,Sun, Xiaoyu,Sun, Wei
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- Tantalum (V) chloride catalyzed ring opening of aziridines with aromatic amines
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Tantalum (V) Chloride adsorbed on silicagel has been utilized as an efficient catalyst for ring opening of aziridines with aromatic amines for the synthesis of 1,2-diamines. Mild reaction conditions, high yields, operational simplicity, relatively less am
- Chandrasekhar,Prakash, S. Jaya,Shyamsunder,Ramachandar
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- Ring-opening reaction of aziridines with amines under the influence of dimethyl sulfoxide to dedicated to late Tomoko Kakinuma, past member in our laboratory
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The ring-opening reaction of various aziridines with amines proceeded at room temperature to afford the corresponding 1,2-diamines in good to excellent yields using only 3-5 equiv dimethyl sulfoxide (DMSO) to aziridines in hexane. This reaction can be performed with easy handling and proceeds under mild reaction conditions. Also a variety of amines are available as a nucleophile.
- Isobe, Toshihiro,Oriyama, Takeshi
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- DABCO: An efficient organocatalyst in the ring-opening reactions of aziridines with amines or thiols
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Efficient ring-opening of aziridines with various amines or thiols catalyzed by DABCO afforded the corresponding products in good to excellent yields under mild reaction conditions. Wiley-VCH Verlag GmbH & Co. KGaA, 2005.
- Wu, Jie,Sun, Xiaoyu,Li, Yizhe
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- 1-Butyl-3-methylimidazolium Tetrafluoroborate ([Bmim]BF4) Ionic Liquid: A Novel and Recyclable Reaction Medium for the Synthesis of vic-Diamines
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Aziridines undergo ring opening smoothly with various arylamines in 1-butyl-3-methylimidazolium tetrafluoroborate ([bmim]BF4) or 1-butyl-3-methylimidazolium hexafluorophosphate ([bmim]PF6) ionic liquids under mild and neutral conditi
- Yadav,Reddy,Premalatha
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- HKUST-1 Metal Organic Framework as an Efficient Dual-Function Catalyst: Aziridination and One-Pot Ring-Opening Transformation for Formation of β-Aryl Sulfonamides with C-C, C-N, C-S, and C-O Bonds
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Metal-organic frameworks (MOFs) are extensively used in catalysis due to their robust structure, well-defined periodic reaction centers, and high porosity. We report Cu3(BTC)2·(H2O)3 (HKUST-1) as an efficient heterogeneous catalyst for aziridination of al
- Sharma, Debesh,Rasaily, Sagarmani,Pradhan, Sajan,Baruah, Khanindram,Tamang, Sudarsan,Pariyar, Anand
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p. 7794 - 7802
(2021/05/26)
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- Stereoselective Syntheses of Highly Functionalized Imidazolidines and Oxazolidines via Ring-Opening Cyclization of Activated Aziridines and Epoxides with Amines and Aldehydes
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A mild one-pot stereospecific synthetic route to highly functionalized imidazolidines and oxazolidines via SN2-type ring-opening of the corresponding activated aziridines and epoxides with amines followed by p-toluenesulfonic acid (PTSA)-catalyzed intramolecular cyclization with aldehydes has been developed. The methodology tolerates a variety of functional groups and furnishes the desired products in high yields (up to 92%) with excellent stereoselectivities (de, ee > 99%). Interestingly, imidazolidines were formed as the cis-isomers, whereas oxazolidines were produced as trans-isomers exclusively.
- Tarannum, Saima,Sk, Sahid,Das, Subhomoy,Wani, Imtiyaz Ahmad,Ghorai, Manas K.
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p. 367 - 379
(2019/12/27)
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- Nucleophilic ring opening of aziridines with amines under catalyst- and solvent-free conditions
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The aza-addition of aziridines to obtain vicinal-diamines was achieved under catalyst- and solvent-free conditions for the first time. Various aryl, alkyl and meso-bicyclic aziridines with a Ts-protecting group were tolerated, and aromatic amine-nucleophi
- Huang, Yi-Yong,Lv, Zong-Chao,Yang, Xing,Wang, Zhao-Lei,Zou, Xiao-Xue,Zhao, Zhen-Ni,Chen, Fei
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supporting information
p. 924 - 927
(2017/08/18)
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- Efficient and regioselective ring-opening of arylaziridines with alcohols, thiols, amines and N-heteroaromatic compounds using sulphated zirconia
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Sulphated zirconia is an efficient catalyst for the regioselective ring-opening of aryl-substituted aziridines. This heterogeneous catalyst can be used several times without loss of activity and is compatible with a variety of acid sensitive and slightly basic nucleophiles.
- Llaveria, Josep,Espinoza, Araceli,Negrón, Guillermo,Isabel Matheu,Castillón, Sergio
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supporting information; experimental part
p. 2525 - 2529
(2012/06/18)
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- Regioselective ring-opening of aziridines and epoxides with amines under catalyst- and solvent-free condition on solid phase
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Ring opening of aziridines and epoxides with various amines afforded high regioselective products in high yields by solid phase reaction under catalyst- and solvent- free condition. The ring opening reaction proceeded rapidly by grinding.
- Li, Wanmei
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experimental part
p. 669 - 672
(2012/08/07)
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- Ag(I)-catalyzed regioselective ring-opening of N -tosylaziridine and N -tosylazetidine with S -, O -, and N -nucleophiles and tethered dinucleophiles
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[Ag(COD)2]PF6 catalyzes the ring-opening of N-tosylaziridines and -azetidines with alcohols, amines, thiols, and related tethered 1,2-ethane dinucleophiles. Initial rate studies and DFT-based evaluation of stepwise energetics suggest
- Bera, Milan,Pratihar, Sanjay,Roy, Sujit
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p. 1475 - 1478
(2011/04/27)
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- Microwave-induced clay-catalyzed ring opening of N-tosylaziridines: A green approach to achiral and chiral diamines
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N-Tosylaziridines react efficiently with amines in the presence of Montmorillonite K-10 as catalyst under microwave irradiation in solvent-free conditions to yield the corresponding achiral and chiral diamines regio- and stereoselectively, in a few minutes and in high yields.
- Nadir, Upender K.,Singh, Anamika
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p. 2083 - 2086
(2007/10/03)
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- NOVEL COMPOUNDS
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The present invention relates to compounds and derivatives thereof, their synthesis, and their use as glucocorticoid receptor modulators. The compounds of the instant invention are ligands for glucocorticoid receptors and as such may be useful for treatment or prevention of a variety of conditions related to glucocorticoid functioning including rheumatoid arthritis, osteoarthritis, allery, asthma, pneumonia, dermatitis, eczema, psoriasis, lupus, colitis, inflammatory bowel disease, multiple sclerosis, congenital neutropenia, Wegener's granulomatosis, Addison's Disease, Crohn's disease Cushing Syndrome, or as immunosuppressants in organ transplantation.
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Page/Page column 24-25
(2010/02/07)
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- MODELS OF FOLATE COENZYMES 16. CHEMICAL MODELLING OF THE THYMIDYLATE SYNTHASE REACTION. EVIDENCE FOR AN "EXOCYCLIC METHYLENE INTERMEDIATE" ANALOGUE, WHICH IS REDUCIBLE TO A THYMINE DERIVATIVE, IN THE REACTION OF 6-AMINOURACILS WITH A 5,10-METHYLENETETRAHY
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Reactions of 6-amino-, 6-alkylamino-, and 6-anilino-1,3-dimethyluracils (1a-1e) with 3,4-diphenyl-1-tosylimidazolidine (2), in the presence of acid, lead to the formation of products which are derived from an "exocyclic methylene intermediate" analogous t
- Meij, Paul F. C. van der,Lohmann, Ruth D.,Waard, Eduard R. De,Chen, Tjoe B. R. A.,Pandit, Upendra K.
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p. 3921 - 3930
(2007/10/02)
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- A Chemical Model of Thymidylate Synthetase. Formation of a Thymine Derivative via an Exocyclic Methylene Intermediate
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Reaction of 6-aminouracil derivatives with imidazolidines (methylenetetrahydrofolate models), in the presence of acid, gives an exocyclic methylene intermediate which reacts with nucleophiles present in the mixture or can be reduced to a thymine derivative.
- Meij, Paul F. C. van der,Lohmann, Ruth D.,Waard, Eduard R. de,Chen, Tjoe B. R. A.,Pandit, Upendra K.
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p. 1229 - 1230
(2007/10/02)
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