7605-36-9Relevant academic research and scientific papers
One-pot two-step mechanochemical synthesis of arylsulfonyl 4H-pyrans
Cheng, Yue,Chu, Xiaohe,Huang, Qianqian,Jiang, Ling,Lu, Qingqing
, (2022/02/14)
In this paper, a simple and environment-friendly protocol was developed for the synthesis of arylsulfonyl 4H-pyrans via L-proline-catalyzed one-pot two-step reaction of aromatic aldehyde with phenylsulphonyl acetonitrile and dimedone under ball-milling conditions. Environmental acceptability, wide substrate scope, low cost and operational simplicity are the key features of this method.
Kinetically Controllable Pd-Catalyzed Decarboxylation Enabled [5 + 2] and [3 + 2] Cycloaddition toward Carbocycles Featuring Quaternary Carbons
Yan, Biwei,Zuo, Linhong,Chang, Xiaowei,Liu, Teng,Cui, Manying,Liu, Yang,Sun, Haiyu,Chen, Weipeng,Guo, Wusheng
supporting information, p. 351 - 357 (2021/01/26)
A decarboxylative protocol has been developed toward a range of carbocycles. The key success is based on the use of a batch of newly designed cyclic carbonates as substrates that can provide carbon-carbon zwitterion intermediate under palladium catalysis.
Diastereoselective Synthesis of Functionalized 5-Amino-3,4-Dihydro-2H-Pyrrole-2-Carboxylic Acid Esters: One-Pot Approach Using Commercially Available Compounds and Benign Solvents
Meninno, Sara,Carratù, Mario,Overgaard, Jacob,Lattanzi, Alessandra
supporting information, p. 4573 - 4577 (2021/02/20)
A novel three-step four-transformation approach to highly functionalized 5-amino-3,4-dihydro-2H-pyrrole-2-carboxylic acid esters, starting from commercially available phenylsulfonylacetonitrile, aldehydes, and N-(diphenylmethylene)glycine tert-butyl ester
Organocatalytic Cascade Knoevenagel–Michael Addition Reactions: Direct Synthesis of Polysubstituted 2-Amino-4H-Chromene Derivatives
Jadhav, Sanjay N.,Patil, Seema P.,Sahoo, Dipti Prava,Rath, Dharitri,Parida, Kulamani,Rode, Chandrashekhar V.
, p. 2331 - 2351 (2020/02/25)
Abstract: In this report, we documented novel strategy for the synthesis of bioactive polysubstituted 2-amino-4H-chromine derivatives under a heterogeneous Al-MCM-41-LDH@APTES (ALAM) catalysis. A synthetic procedure is developed to prepare Al-MCM-41-LDH@APTES (ALAM) heterogeneous basic catalysts. Mesoporous Al-MCM-41 is functionalized by known grafting chemistry via layered double hydroxide (LDH) nanosheets and (3-aminopropyl)triethoxysilane (APTES) moiety as a basic organocatalyst. The resulting catalysts contain amino group functionality on the external surface as well as inside the layers and the basicity can be tuned by the loading of APTES. The samples were fully characterized by 29Si and 13C CP/MAS NMR, infrared absorption spectroscopy, TEM, XPS, EDX, TGA, XRD, CO2-TPD, N2 adsorption isotherms measurements, and they were successfully examined for the cascade type Knoevenagel–Michael addition reactions. The product yields associated with these substrates were optimized, and key reaction parameters affecting the yields were identified. The present catalytic method is simple and robust for diversity oriented synthesis which proceeds good to excellent yields without generating any hazards waste. The broad substrate scope, excellent functional group compatibility makes this protocol highly useful towards synthesis of polysubstituted α-cyanoacrylates, α-cyanoacrylonitriles and 2-amino-4H-chromenes with an electron-donating or electron-withdrawing group. We have also successfully established a flow reaction system, gram-scale synthesis as well as catalyst recyclability up to six catalytic cycles without appreciable loss of its activity. Graphic Abstract: [Figure not available: see fulltext.].
Green approach to synthesis of new series of 6,8a-dihydropyrido[2,3-d]pyrimidine derivatives
Morshedi, Abdollah,Shaterian, Hamid Reza
, p. 493 - 500 (2019/02/17)
One-pot, three-component condensation reaction between (phenylsulfonyl)acetonitrile, aromatic aldehydes, and 6-aminouracil for preparation of 6,8a-dihydropyrido[2,3-d]pyrimidine derivatives has been reported. The method involves domino Knoevenagel condens
Green approach to synthesis of novel and broad-range diversity of 4-(aryl)-3-(phenylsulfonyl)-4H-benzo[h]chromen-2-amine derivatives
Morshedi, Abdollah,Shaterian, Hamid Reza
, p. 7219 - 7230 (2018/08/25)
Abstract: One-pot, three-component condensation reaction between (phenylsulfonyl)acetonitrile, aromatic aldehydes, and α-naphthol for preparation of 4-(aryl)-3-(phenylsulfonyl)-4H-benzo[h]chromen-2-amine derivatives has been reported. The method involves
A Green Synthesis of Highly Functionalized 3-amino-2-phenylsulfonyl-1-alkyl/aryl-1H-pyrazolo[1,2-b]phthalazine-5,10-diones and Their Reduction and Photophysical Studies
Shi, Xin,Ding, Maohua,Li, Conghao,Wang, Wang,Guo, Hongyun
, p. 440 - 446 (2017/12/15)
3-Amino-2-benzenesulfonyl-1-alkyl/aryl-1H-pyrazolo[1,2-b]phthalazine-5,10-dione derivatives were synthesized by the one-pot, three-component condensation of phthalhydrazide, aldehydes, and (phenylsulfonyl)acetonitrile in EtOH using 2-hydroxyethylammonium acetate as catalyst. The advantages of this method include environmental friendliness, easy work-up, and excellent yields. The reduction of some products and photophysical properties were also investigated.
Organocatalytic domino reaction of cyanosulfones: Access to complex cyclohexane systems with quaternary carbon centers
Rajkumar, Sundaram,Shankland, Kenneth,Goodman, Jonathan M.,Cobb, Alexander J. A.
supporting information, p. 1386 - 1389 (2013/04/24)
When ε-nitro-α,β-unsaturated esters are added to conjugated cyanosulfones in the presence of a bifunctional thiourea catalyst, a highly stereoselective domino reaction occurs to generate complex cyclohexanes with up to four stereogenic centers, one of whi
Divergent reaction pathways for one-pot, three-component synthesis of novel 4H-pyrano[3,2-h]quinolines under ultrasound irradiation
Al-Bogami, Abdullah S.,Saleh, Tamer S.,Zayed, Ehab M.
supporting information, p. 1194 - 1202 (2013/06/27)
The present paper deal with the multi-component condensation of 8-hydroxy quinoline, aromatic aldehydes, and sulfone derivatives catalyzed by p-toluenesulfonic acid for the synthesis of a series of 4H-pyrano[3,2-h] quinoline derivatives in ethanol under u
Fe-catalyzed allylic C-C-bond activation: Vinylcyclopropanes as versatile a1,a3,d5-synthons in traceless allylic substitutions and [3 + 2]-cycloadditions
Dieskau, Andre P.,Holzwarth, Michael S.,Plietker, Bernd
supporting information; experimental part, p. 5048 - 5051 (2012/05/05)
The low-valent iron complex Bu4N[Fe(CO)3(NO)] (TBAFe) catalyzes the allylic C-C-bond activation of electron-poor vinyl cyclopropanes to generate synthetically useful a1,a3,d5-synthons which are prone to undergo multiple consecutive reactions. The versatility of this approach is demonstrated by a traceless allylic substitution and a formal [3 + 2] cycloaddition to give either functionalized acyclic products or densely substituted cyclopentanes and pyrrolidines in high yields and regioselectivities.
