7605-37-0Relevant academic research and scientific papers
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
One-step synthesis of α,β-unsaturated arylsulfones by a novel multicomponent reaction of aromatic aldehydes, chloroacetonitrile, benzenesulfinic acid sodium salt
Zhang, Lei,Ding, Mao Hua,Guo, Hong Yun
, p. 1352 - 1354 (2013/02/25)
A new and green method for the synthesis of α,β-unsaturated arylsulfones had been achieved through the condensation of aromatic aldehydes, chloroacetonitrile, benzenesulfinic acid sodium salt in the presence of 1-butyl-3-methyl imidazolium hydroxide ([bmim]OH) in EtOH under reflux. The ionic liquid was recovered and recycled for subsequent reactions. The advantages of this protocol were non-toxic, easy work-up and good yields.
The novel preparation of hydrocinnamonitriles via the reduction of α- phenylsulfonyl cinnamonitriles with SmI2/CH3OH/THF system
Guo, Hongyun,Zhang, Yongmin
, p. 1879 - 1885 (2007/10/03)
Hydrocinnamonitriles were readily obtained via the reduction of α- phenylsulfonyl cinnamonitriles by SmI2/CH3OH/THF system.
Dry reaction under microwave: Condensation of sulfones with aldehydes of KF-alumina
Villemin,Ben Alloum
, p. 63 - 68 (2007/10/02)
Ethyl phenylsulfonylacetate(1), phenylsulfonylacetonitrile(2) and phenylsulfonylacetophenone(3) were condensated with aldehydes (a-d) into unsaturated sulfone without solvent in the presence of KF on alumina under microwave irradiation.
