- Synthesis process method of 3-substituted-1H-pyrrole
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The invention provides a synthetic process method of a 3-substituted-1H-pyrrole compound. The process method comprises the following steps: by taking diethylamine hydrochloride and glycine ethyl esterhydrochloride as initial raw materials, respectively carrying out Mannich reaction and sulfamide reaction, and carrying out cyclization reaction, dehydration thinning reaction, aromatization reactionand hydrolysis decarboxylation reaction to obtain a 3-substituted-1H-pyrrole compound. According to the synthesis process method of the 3-substituted-1H-pyrrole compound, the whole synthesis route isgood in step repeatability, mild in operation condition and high in safety, and large-scale production and industrial popularization are facilitated; post-treatment energy consumption is low, a largeamount of toxic wastewater is not generated, no pollution is caused to the environment, the production safety level and the production cost are reduced, application of green and environment-friendlyindustrial production is facilitated, and wide application prospects are achieved.
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Paragraph 0124-0126; 0173-0177
(2020/05/30)
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- FLP behaviour of cationic titanium complexes with tridentate Cp, O, N -ligands: Highly efficient syntheses and activation reactions of C-X bonds (X = Cl, F)
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The synthesis of cationic titanium complexes 4a,b with tridentate Cp,O,N-ligand frameworks, starting from the monopentafulvene complex Cp?Ti(Cl)(π-η5:σ-η1-C5H4CR2 (CR2 = adamantylidene) (1) and bidentate O,N-ligand precursors CH3C(O)CH2CH2NR2 (R = Et, CH2Ph) (L1a,b), in a high-yielding and efficient two-step synthetic pathway is described. The β-aminoketones L1a,b were synthesized by a herein reported solvent- and catalyst-free reaction. The reaction pathway involves insertion reactions, subsequent methylations and final activations with B(C6F5)3. NMR investigations of the cationic titanium complex 4a in deuterated dichloromethane revealed an ongoing selective reaction under formation of the cationic complex 5a-d2, which is the result of C-Cl bond cleavage. In addition to selective C-Cl bond activation reactions, C(sp3)-F bonds were activated by 4a,b, pointing out the special tm-FLP nature of 4a,b.
- Fischer, Malte,Schwitalla, Kevin,Baues, Svenja,Schmidtmann, Marc,Beckhaus, Ruediger
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supporting information
p. 1516 - 1523
(2019/01/30)
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- A novel method for biomimetic synthesis of Mannich bases
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Since the early studies of Mannich, Mannich reaction has become an important tool for the synthesis of new compounds. Mannich bases can be either directly employed or used as intermediates. In this work, the one-carbon unit transfer reaction of tetrahydrofolate coenzyme was initiated. 1,3-Dimethylimidazolidine as a new tetrahydrofolate coenzyme model at formaldehyde oxidation level was used to react with ketone having active hydrogen atoms and amine to give the corresponding Mannich base in good yield by a covert Mannich reaction. A novel method for biomimetic synthesis of various Mannich bases is provided. 1,3-Dimethylimidazolidine as a new tetrahydrofolate coenzyme model at formaldehyde oxidation level was used to react with ketone having active hydrogen atoms and amine to give the corresponding Mannich base in good yield by a covert Mannich reaction. A novel method for biomimetic synthesis of various Mannich bases is provided. Copyright
- Guo, Yuan,An, Jing,Lu, Zhenhuan,Peng, Mengjiao
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experimental part
p. 1561 - 1564
(2012/10/07)
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- Silicon tetrachloride catalyzed aza-michael addition of amines to conjugated alkenes under solvent-free conditions
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The efficient and very simple conjugate addition of aromatic and aliphatic amines to α,β-unsaturated carbonyl compounds under solvent-free conditions in the presence of catalytic amount of silicon tetrachloride is reported. The reaction of aryl and alkyl amines with different Michael acceptors gave the corresponding Michael adducts with simple catalyst and good to excellent yields. Georg Thieme Verlag Stuttgart New York.
- Azizi, Najmedin,Baghi, Roya,Ghafuri, Hossein,Bolourtchian, Mohammad,Hashemi, Mohammad
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experimental part
p. 379 - 382
(2010/04/03)
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- N-donor ligand as catalyst: A simple Aza-Michael addition reaction in aqueous media
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(Chemical Equation Presented) A novel approach for the Aza-Michael addition reactions between various amines and α,β-unsaturated esters, nitriles and ketones using N-donor Ligand catalyst (3 mol %) is described. The reactions are carried out in aqueous media at an ambient temperature to afford the products in excellent yields.
- Pawar, Shivaji S.,Dekhane, Deepak V.,Shingare, Murlidhar S.,Thore, Shivaji N.
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experimental part
p. 1869 - 1873
(2009/06/18)
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- Covert Mannich reaction via carbon transfer
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1,3-Dimethylbenzimidazolidine reacts with ketones, which can provide activating α hydrogens and primary or secondary amines under acidic conditions, to yield aminomethylation derivatives by a covert Mannich reaction. Copyright Taylor & Francis Group, LLC.
- Gu, Huan,Guo, Yuan,Shi, Zhen
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p. 3335 - 3338
(2007/10/03)
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- ZrOCl2·8H2O on montmorillonite K10 accelerated conjugate addition of amines to α,β-unsaturated alkenes under solvent-free conditions
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At room temperature, ZrOCl2·8H2O on montmorillonite K10 efficiently catalyzes conjugate addition of amines to a variety of conjugated alkenes such as α,β-unsaturated carbonyl compounds, carboxylic esters, nitriles and amides under solvent-free conditions. The catalyst can be recycled for subsequent reactions without any appreciable loss of efficiency.
- Hashemi, Mohammed M.,Eftekhari-Sis, Bagher,Abdollahifar, Amir,Khalili, Behzad
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p. 672 - 677
(2007/10/03)
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- Transition-metal-based Lewis acid catalysis of aza-type Michael additions of amines to α,β-unsaturated electrophiles in water
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Several transition-metal-based Lewis acid catalysts, especially FeCl 3 · 7 H2O, CrCl3 · 6 H 2O, and SnCl4 · 4 H2O, were shown to be highly effective for aza-type Michael reactions between electrophilic α,β-unsaturated compounds and both aliphatic and aromatic amines in aqueous solution. Advantages of the new protocol include 1) high-yielding reactions that can be conducted at ambient temperature; 2) the use of inexpensive, stable transition-metal salts as catalysts; and 3) plain H 2O as an environmentally benign solvent.
- Xu, Li-Wen,Li, Lyi,Xia, Chun-Gu
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p. 1522 - 1526
(2007/10/03)
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- A green, ionic liquid and quaternary ammonium salt-catalyzed aza-Michael reaction of α,β-ethylenic compounds with amines in water
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The first environmentally benign, highly efficient conjugate addition of aliphatic amines to α,β-unsaturated compounds catalysed by simple quaternary ammonium salts and ionic liquids in the green solvent, water, is described.
- Xu, Li-Wen,Li, Jing-Wei,Zhou, Shao-Lin,Xia, Chun-Gu
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p. 183 - 184
(2007/10/03)
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- Efficient Copper-Catalyzed Chemo Selective Conjugate Addition of Aliphatic Amines to α,β-Unsaturated Compounds in Water
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The first environmentally benign, highly efficient, conjugate addition of aliphatic amines to α,β-unsaturated compounds catalyzed by simple copper salts in the green solvent, water is described.
- Xu, Li-Wen,Li, Jing-Wei,Xia, Chun-Gu,Zhou, Shao-Lin,Hu, Xiao-Xue
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p. 2425 - 2427
(2007/10/03)
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- CATALYSIS OF THE SPECIFIC MICHAEL ADDITION : THE EXAMPLE OF ACRYLATE ACCEPTORS
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Lewis acids, ferric chloride in particular, catalyze the addition of amine nucleophiles to arcylates.Yields are very good, under mild conditions.Exlusive 1,4-addition occurs, and polymerization is avoided.
- Cabral, Jose,Laszlo, Pierre,Mahe, Loic,Montaufier, Marie-Therese,Randriamahefa, S. Lalatiana
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p. 3969 - 3972
(2007/10/02)
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- SYNTHESIS OF DICHLOROKETENE ACETALS UNDER CONDITIONS OF PHASE-TRANSFER CATALYSIS AND THEIR REACTIONS WITH SULFUR-CONTAINING ELECTROPHILES
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A method was developed for the production of dichloroketene acetals by the dehydrochlorination of chloral acetals in DMFA in the presence of triethylbenzylammonium chloride as phase-transfer catalyst.Sulfur monochloride, sulfur dichloride, and benzene sulfenyl chloride react with dichloroketene acetals with the formation of adducts (alkoxycarbonyldichloromethanesulfenyl chloride ClSCCl2COOR, alkoxycarbonyldichloromethanethiosulfenyl chloride ClSSCCl2COOR, and butyl phenylthiodichloroacetate C6H5SCCl2COOR respectively).The action of secondary amines on butoxycarbonyldichloromethanesulfenyl chloride gave sulfenamides R1R2NSCCl2COOBu.The reactions of butoxycarbonyldichloromethanethiosulfenyl chloride and butyl phenylthiodichloroacetate with secondary amines under various conditions led to degradation products.
- Guseva, S. A.,Mirskova, A. N.,Levkovskaya, G. G.,Kalikhman, I. D.,Voronkov, M. G.
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p. 261 - 268
(2007/10/02)
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- Synthesis of 1,4-Diketones by Fluoride-catalysed Michael Addition and Supported Permanganate Oxidation
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A wide variety of 1,4-diketones may be prepared from simple starting materials by using fluoride ion-catalysed Michael additions and silica gel-supported permanganate-promoted Nef transformations.
- Clark, James H.,Cork, David G.
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p. 635 - 636
(2007/10/02)
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