2975-41-9Relevant academic research and scientific papers
Direct Access to Primary Amines from Alkenes by Selective Metal-Free Hydroamination
Du, Yi-Dan,Chen, Bi-Hong,Shu, Wei
supporting information, p. 9875 - 9880 (2021/03/29)
Direct and selective synthesis of primary amines from easily available precursors is attractive yet challenging. Herein, we report the rapid synthesis of primary amines from alkenes via metal-free regioselective hydroamination at room temperature. Ammonium carbonate was used as ammonia surrogate for the first time, allowing for efficient conversion of terminal and internal alkenes into linear, α-branched, and α-tertiary primary amines under mild conditions. This method provides a straightforward and powerful approach to a wide spectrum of advanced, highly functionalized primary amines which are of particular interest in pharmaceutical chemistry and other areas.
Air Stable Iridium Catalysts for Direct Reductive Amination of Ketones
Polishchuk, Iuliia,Sklyaruk, Jan,Lebedev, Yury,Rueping, Magnus
supporting information, p. 5919 - 5922 (2021/03/08)
Half-sandwich iridium complexes bearing bidentate urea-phosphorus ligands were found to catalyze the direct reductive amination of aromatic and aliphatic ketones under mild conditions at 0.5 mol % loading with high selectivity towards primary amines. One of the complexes was found to be active in both the Leuckart–Wallach (NH4CO2H) type reaction as well as in the hydrogenative (H2/NH4AcO) reductive amination. The protocol with ammonium formate does not require an inert atmosphere, dry solvents, as well as additives and in contrast to previous reports takes place in hexafluoroisopropanol (HFIP) instead of methanol. Applying NH4CO2D or D2 resulted in a high degree of deuterium incorporation into the primary amine α-position.
Novel method for synthesizing 2-amine indene
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Paragraph 0049; 0054-0055; 0056; 0061-0062; 0063; 0068-0069, (2019/03/31)
The invention provides a novel method for synthesizing 2-amine indene. The novel method includes carrying out nucleophilic substitution reaction on bisbenzene and ethyl cyanoacetate and carrying out decarboxylation procedures to obtain compounds 15; carrying out hydrolysis to obtain compounds 16; ultimately carrying out Hofmann degradation reaction to obtain the 2-amine indene which is a target product. The bisbenzene is a chemical material and is used as a main raw material for the 2-amine indene. Compared with the prior art, the novel method has the advantages that the novel method is shortin reaction path and suitable for industrial large-scale production, raw materials are low in cost and are easily available, reaction conditions are mild, the productivity can be obviously improved, and the production cycle can be obviously shortened.
Preparation method of indan-2-amine
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Paragraph 0028-0033, (2019/10/01)
The invention relates to a synthetic route of indan-2-amine. 2-indanone is taken as a raw material to efficiently synthesize indan-2-amine by a one-pot method. The provided preparation method of indan-2-amine is high in yield and low in cost, is environmentally friendly, is easy to operate, and is suitable for industrialization.
Multiple Halogenation of Aliphatic C?H Bonds within the Hofmann–L?ffler Manifold
Del Castillo, Estefanía,Martínez, Mario D.,Bosnidou, Alexandra E.,Duhamel, Thomas,O'Broin, Calvin Q.,Zhang, Hongwei,Escudero-Adán, Eduardo C.,Martínez-Belmonte, Marta,Mu?iz, Kilian
supporting information, p. 17225 - 17229 (2018/11/10)
An innovative approach to position-selective polyhalogenation of aliphatic hydrocarbon bonds is presented. The reaction proceeded within the Hofmann-L?ffler manifold with amidyl radicals as the sole mediators to induce selective 1,5- and 1,6-hydrogen-atom transfer followed by halogenation. Multiple halogenation events of up to four innate C?H bond functionalizations were accomplished. The broad applicability of this new entry into polyhalogenation and the resulting synthetic possibilities were demonstrated for a total of 27 different examples including mixed halogenations.
A 2 - amino yin synthetic method
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Paragraph 0041; 0042; 0043, (2017/08/25)
The invention relates to a synthetic method for indan-2-amine. According to the synthetic method, the target product indan-2-amine is obtained by the following steps: adopting 2-indanone as a raw material, performing substitution reaction on 2-indanone and a halogenated agent to obtain a compound I, performing reduction reaction on the compound I to obtain a compound II, and finally performing amination reaction. Compared with the prior art, the synthetic method provided by the invention has the advantages that the related reactions are simple, the after-treatment is convenient, the raw material is cheap and easy to obtain, the yield is relatively high, and the reaction conditions are mild, thereby being relatively ideal for indan-2-amine preparation.
Substituted ring compound and its method and use thereof
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Paragraph 0430; 0431; 0432; 0450; 0451; 0452, (2017/08/25)
The invention provides a substituted cyclic compound as well as a use method and application thereof. The compound is a compound as shown in a formula (I) or stereoisomers, stereomers, tautomers, nitric oxides, solvates, metabolites and pharmaceutically acceptable salts or prodrugs of the compound as shown in the formula (I). The invention further provides a medicament composition containing the compound. The compound and the medicament composition are capable of regulating the activity of protein kinase in a biological sample body and are used for protecting, treating or relieving proliferative diseases of patients. The formula (I) is as shown in the specification.
SUBSTITUTED CYCLIC COMPOUNDS AND METHODS OF USE
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Paragraph 0192; 0197, (2014/06/24)
The present invention provides novel substituted alkynyl compounds, pharmaceutical acceptable salts and formulations thereof useful in modulating the protein tyrosine kinase activity, and in modulating cellular activities such as proliferation, differentiation, apoptosis, migration and invasion. The invention also provides pharmaceutically acceptable compositions comprising such compounds and methods of using the compositions in the treatment of hyperproliferative disorders in mammals, especially humans.
PYRAZOLOPYRIMIDINES AS CELL CYCLE KINASE INHIBITORS
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Page/Page column 37, (2008/06/13)
This invention comprises the novel compounds of formula (I) wherein R1, R2, R3, R4, R5, R6, X1 and X2 have defined meanings, having cell cycle kinase inhibiting enzymatic activity, their preparation, compositions containing them and their use as a medicine.
Redox-photosensitized aminations of 1,2-benzo-1,3-cycloalkadienes, arylcyclopropanes, and quadricyclane with ammonia
Yasuda, Masahide,Kojima, Ryuji,Tsutsui, Hiroshi,Utsunomiya, Daigo,Ishii, Kazuaki,Jinnouchi, Koutaro,Shiragami, Tsutomu
, p. 7618 - 7624 (2007/10/03)
1,2,4-Triphenylbenzene and 2,2′-methylenedioxy-1,1′ -binaphthalene successfully photosensitized the aminations of 1,2-benzo-1,3-cycloalkadienes, arylcyclopropanes, and quadricyclane with ammonia and primary amines in the presence of m- or p-dicyanobenzene, which gave the 4-amino-1,2-benzocycloalkenes, 3-amino-1-arylpropanes, and 7-amino-5-(p-cyanophenyl)bicyclo[2.2.1]hept-2-ene, respectively. A key pathway for the photosensitized amination is the hole transfer from the cation radicals of the sensitizers that were generated by photoinduced electron transfer to the electron acceptors to the substrates. Therefore, it was found that the relationships in oxidation potentials between the sensitizers and the substrates and the positive charge distribution of the cation radicals of the substrates were important factors for the efficient amination.
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