127832-84-2Relevant articles and documents
Dimeric aluminum methyl complex bridged by 2-oxy-2-methyl-1-(phenylamino) propane: Synthesis, structure, and use in ring opening polymerization of lactide
Yoon, Sungwoo,Kim, So Han,Heo, Jungseok,Kim, Youngjo
, p. 157 - 159 (2013)
A dimeric aluminum complex bridged by alkoxide with pendant aniline group was synthesized and characterized. X-ray analysis revealed that the two four-coordinate aluminum centers possess a distorted tetrahedral geometry with C2h symmetry. The compound was used as an effective catalyst for the controlled ring opening polymerization of L-lactide, as shown by the linearity of the number average of the molecular weight of polylactides versus conversion, as well as narrow Mw/Mn values.
A Multicomponent Approach to Oxazolidinone Synthesis Catalyzed by Rare-Earth Metal Amides
Zhou, Meixia,Zheng, Xizhou,Wang, Yaorong,Yuan, Dan,Yao, Yingming
, p. 5783 - 5787 (2019/04/14)
Three-component reaction of epoxides, amines, and dimethyl carbonate catalyzed by rare-earth metal amides has been developed to synthesize oxazolidinones. 47 examples of 3,5-disubstituted oxazolidinones were prepared in 13–97 % yields. This is a simple and most practical method which employs easily available substrates and catalysts, and is applicable to a wide range of aromatic and aliphatic amines, as well as mono-substituted epoxides. Scope of disubstituted epoxides is rather limited, which requires further study. Preliminary mechanistic study reveals two possible reaction pathways through intermediates of β-amino alcohols or amides.
A Thiophene-2-carboxamide-Functionalized Zr(IV) Organic Framework as a Prolific and Recyclable Heterogeneous Catalyst for Regioselective Ring Opening of Epoxides
Das, Aniruddha,Anbu, Nagaraj,Reinsch, Helge,Dhakshinamoorthy, Amarajothi,Biswas, Shyam
, p. 16581 - 16591 (2019/12/04)
A new thiophene-2-carboxamide-functionalized Zr-UiO-66 MOF (1) was synthesized by employing a traditional solvothermal procedure. Compound 1 displayed high thermal (up to 340 °C under an Ar atmosphere) and chemical stability (in water, 1 M HCl, and acetic acid). A nitrogen physisorption measurement with the activated form of 1 (denoted 1) exhibited a BET surface area (781 m2/g) despite attachment of a bulky side chain with the linker molecule. Compound 1 was able to heterogeneously catalyze the ring-opening reaction of epoxides with amines. Catalyst 1 exhibited significant yields as well as wide substrate scope in the ring opening of epoxides by means of amines. It also displayed better catalytic performance in comparison to known MOF catalysts such as Cu3(BTC)2, Fe(BTC) (BTC: 1, 3, 5-benzenetricarboxylate), and Zr-UiO-66. Control experiments were performed with free linker, Zr(IV) salt and without catalyst 1, confirming the exclusive role of 1 in the catalytic reaction. The reusability characteristics of catalyst 1 was established for up to five consecutive catalytic cycles. The synthesis and characterization of the linker molecule, material 1, and 1 and mechanism of the catalysis reaction were studied elaborately.
Solvent-free aminolysis of aliphatic and aryloxy epoxides with sulfated zirconia as solid acid catalyst
Shah, Arpan K.,Kumar, Manish,Abdi, Sayed H.R.,Kureshy, Rukhsana I.,Khan, Noor-Ul H.,Bajaj, Hari C.
, p. 105 - 114 (2015/09/28)
Single-step and two-steps synthetic procedure for the synthesis of sulfated zirconia (SZ) was developed, which were calcined at 500, 600 and 700 °C and characterized by various physico-chemical methods such as PXRD, FTIR, surface area, microanalysis, NH3-TPD and DRIFT analysis. These SZ materials were then employed as solid acid catalysts for the aminolysis of different aliphatic/aromatic terminal, aryloxy and meso epoxides with aromatic and aliphatic amines under ambient conditions. Amongst the catalyst prepared, SZ-2-600 prepared in two-steps and 600 ° C calcined was found to be the most efficient catalyst to give p-amino alcohols in up to 98% yield and 7gt;99% regioselectivity. The SZ catalyst was successfully recycled and reused up to six catalytic runs with intact efficiency.
Tungsten-catalyzed regioselective and stereospecific ring opening of 2,3-epoxy alcohols and 2,3-epoxy sulfonamides
Wang, Chuan,Yamamoto, Hisashi
supporting information, p. 6888 - 6891 (2014/06/09)
The first catalytic, highly C3-selective, stereosepecific ring-opening reaction of 2,3-epoxy alcohols and 2,3-epoxy sulfonamides has been accomplished. This process was efficiently promoted by W-salts, and the developed method was applicable to various epoxides with diverse N-and O-nucleophiles affording the products in good to excellent yields (up to 95%) and generally with high regioselectivities (C3:C2 up to >99:1).
ANTIFUNGAL COMPOUNDS
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Page/Page column 38, (2012/10/08)
The present invention relates to a series of novel compounds which have been shown to possess antifungal activity. The invention therefore relates to the new compounds, methods for their preparation, pharmaceutical compositions comprising them and to the compounds for use as a medicament, more in particular antifungal medicament.
ANTIFUNGAL COMPOUNDS
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Page/Page column 72, (2011/07/07)
The present invention relates to a series of novel compounds which have been shown to possess antifungal activity. The invention therefore relates to the new compounds, methods for their preparation, pharmaceutical compositions comprising them and to the compounds for use as a medicament, more in particular antifungal medicament.
Metal-organic frameworks as efficient heterogeneous catalysts for the regioselective ring opening of epoxides
Dhakshinamoorthy, Amarajothi,Alvaro, Mercedes,Garcia, Hermenegildo
experimental part, p. 8530 - 8536 (2010/09/15)
An iron-based metal-organic framework, [Fe(BTC)] (BTC: 1,3, 5benzenetricarboxylate) is an efficient catalyst in the ring opening of styrene oxide with alcohols and aniline under mild reaction conditions. Out of the various alcohols tested for ring opening of styrene oxide, methanol was found to be the most reactive in terms of percentage conversion and reactivity. The rate of the ring-opening reaction of styrene oxide decreases as the size of the alcohol is increased, suggesting the location of active sites in micropores. [Fe(BTC)] was a truly heterogeneous catalyst and could be reused without loss of activity. The analogous compound [Cu3(BTC)2] was also found to be effective, although with somewhat lower activity than [Fe(BTC)]. The present heterogeneous protocol is compared with a homogeneous catalyst to give an insight into the reaction mechanism.
A new and efficient epoxide ring opening via poor nucleophiles: Indole, p-nitroaniline, borane and O-trimethylsilylhydroxylamine in lithium perchlorate
Heydari, Akbar,Mehrdad, Morteza,Maleki, Aziz,Ahmadi, Nafiseh
, p. 1563 - 1565 (2007/10/03)
Highly regioselective ring opening of 2,3-dimethyloxirane, 2-epoxyphenylether and allyl(2-epoxymethyl) ether are observed through reactions with poor nucleophiles such as indole, borane, O-trimethylsilylhydroxylamine, p-nitroaniline and sterically hindered tert-butylamine in the presence of 5.0 M lithium perchlorate-Et2O solution. These reactions are fast, convenient, with rather high yields and are carried out at ambient temperatures.
Base-initiated oxidation of alkylindeneanilines by oxygen
Grigoryan, G. S.,Tovmasyan, V. S.,Malkhasyan, A. Ts.,Martirosyan, G. T.,Beletskaya, I. P.
, p. 50 - 56 (2007/10/02)
Oxidation and alkylation processes compete in the oxidative transformation of alkylindeneanilines in an alkaline medium.Oxidation leads mainly to the formation of formanilide anbd the corresponding carbonyl compound.Alkylation leads to a product which easily eliminates the aniline molecule with the formation of a derivative of the 1-aza-1,3-diene.A combination of alkylation and oxidation led to derivatives of quinoline.It is assumed that the alkylation-dehydrocyclization-elimination of alkylindeneanilines to quinolines by the action of oxygen and alkali is a variant of the Doebner-Miller reaction.During oxidation in the presence of sodium borohydride the products from conjugate oxidation-reductiono, i.e., the α-imino and β-amino alcohols, are also formed in addition to quinolines and oxidation and alkylation products.
