109012-86-4Relevant academic research and scientific papers
The Michael addition of active methylene compounds to chalcone derivatives using a catalytic amount of iodine and K2CO3 at room temperature
Ren, Yi-Ming,Cai, Chun
, p. 176 - 178 (2011)
A convenient method for the Michael addition of active methylene compounds to chalcone derivatives has been developed using the inexpensive and environmentally friendly reagent I2/K2CO3 at room temperature. The method is m
A mild and convenient one-pot synthesis of 4,6-diaryl- 3-aminoisoxazolo[3, 4-b]pyridines
Miao, Chun-Bao,Wang, Yan-Hong,Dong, Chun-Ping,Yang, Hai-Tao,Meng, Qi,Sun, Xiao-Qiang
, p. 2599 - 2605 (2013)
We have developed a convenient method for the synthesis of a series of new 4,6-diaryl-3-aminoisoxazolo[3,4-b]pyridines through one-pot reaction starting from the easily available chalcones, malononitrile, and hydroxylamine. This class of compounds might h
Cu(II)-Promoted Cascade Synthesis of Fused Imidazo-Pyridine-Carbonitriles
Rakshit, Amitava,Dhara, Hirendra Nath,Alam, Tipu,Dahiya, Anjali,Patel, Bhisma K.
supporting information, p. 17504 - 17510 (2021/11/18)
A Cu(II)-promoted synthesis of an aza-fused N-heterocycle having a benz-imidazopyridine scaffold is developed via an addition-cyclization reaction followed by an Ullmann-type C-N coupling between o-iodoanilines and γ-ketodinitriles. This protocol features a broad substrate scope, giving products in 32-84% yields. The compounds show excellent photoluminescence properties having two absorption maxima in the region between 270-280 and 338-350 nm and emission maxima in the range of 502-533 nm. The HOMO-LUMO energy gap of 3.49-3.57 eV was determined using Gaussian 09 at the B3LYP/6-31G (d, p) basis set level. We also demonstrated a few postsynthetic modifications.
Reaction of 3-Amino-4,6-diarylthieno[2,3-b]pyridine-2-carboxamides with Ninhydrin
Aksenov, N. A.,Aksenova, I. V.,Dotsenko, V. V.,Dyadyuchenko, L. V.,Krapivin, G. D.,Lukina, D. Yu.,Muraviev, V. S.,Strelkov, V. D.
, p. 948 - 960 (2020/07/27)
Abstract: The reaction of N-substituted amides of 3-amino-4,6-diarylthieno[2,3-b]pyridine-2-carboxylic acids with ninhydrin in the presence of catalytic amounts of sulfuric acid gave 1′-spiro[indene-2,2′-pyrido[3′,2′:4,5]thieno[3,2-d]pyrimidine]-1,3,4′(3′
Visible-light-accelerated pd-catalyzed cascade addition/ cyclization of arylboronic acids to γ- And β-ketodinitriles for the construction of 3-cyanopyridines and 3-cyanopyrrole analogues
Patel, Bhisma K.,Rakshit, Amitava,Kumar, Prashant,Alam, Tipu,Dhara, Hirendranath
, p. 12482 - 12504 (2020/11/09)
The one-pot synthetic strategies for 2,4,6-triarylnicotinonitriles and 2,5-diaryl-1H-pyrrole-3-carbonitriles have been accomplished via a Pd-catalyzed coupling of arylboronic acid with 2-(3-oxo-1,3-diarylpropyl)malononitrile and 2-(2-oxo-2- arylethyl)malo
Thieme Chemistry Journals Awardees - Where Are They Now? A Stereoselective Tripeptide Catalyst for Conjugate Addition Reactions of Acetophenones to Dicyanoolefins
Schnitzer, Tobias,Wennemers, Helma
supporting information, p. 1282 - 1286 (2017/06/27)
Peptides of the type H-Pro-Pro-Xaa-NH 2 were evaluated as catalysts for conjugate addition reactions of acetophenones to cyanoolefins. Tripeptide H- d -Pro-Pro-Glu-NH 2 with a carboxylic acid moiety in the side chain of Xaa was ident
Chloramphenicol base chemistry. Part 11: chloramphenicol base-derived thiourea-catalyzed enantioselective Michael addition of malononitrile to α,β-unsaturated ketones
Yan, Linjie,Wang, Haifeng,Xiong, Fangjun,Tao, Yuan,Wu, Yan,Chen, Fener
, p. 921 - 929 (2017/07/11)
The first chloramphenicol base-derived thiourea-catalyzed enantioselective Michael addition of malononitrile to α,β-unsaturated ketones is reported. The Michael adducts were obtained in good to excellent yields (up to 98% yield) and enantioselectivities (up to 94% ee). This reaction has a broad substrate scope to various α,β-unsaturated ketones. With this in mind, this methodology was successfully applied to the synthesis of a chiral piperidone, an advanced building block for dihydropyridinone P2X7 receptor antagonists.
One-Pot Quinine-Catalyzed Synthesis of α-Chiral γ-Keto Esters: Enantioenriched Precursors of cis-α,γ-Substituted-γ-Butyrolactones
Meninno, Sara,Volpe, Chiara,Lattanzi, Alessandra
supporting information, p. 2845 - 2848 (2016/09/13)
A highly enantioselective one-pot synthesis of important building blocks, α-chiral γ-keto esters, has been developed by combining a quinine-catalyzed Michael addition of malononitrile to trans-enones followed by magnesium monoperoxyphthalate (MMPP) oxidat
Conjugate addition of malononitrile on chalcone: Biocatalytic [Formula presented] bond formation
Punyapreddiwar, Nitesh D.,Zodape, Sangesh P.,Wankhade, Atul V.,Pratap, Umesh R.
, p. 124 - 126 (2016/08/23)
An efficient, cost effective and environmentally friendly protocol has been developed for the Michael addition of malononitrile on 1,3-diaryl-2-propen-1-ones (Chalcones) using very cheaper, easily available natural catalyst, baker's yeast. The whole cells of yeast excellently worked in nonaqueous medium, ethanol without decrease in catalytic activity.
Organocatalytic Enantioselective Decarboxylative Michael Addition of β-Keto Acids to Dicyanoolefins and Disulfonylolefins
Wei, Yi,Guo, Ran,Dang, Yanfeng,Nie, Jing,Ma, Jun-An
, p. 2721 - 2726 (2016/09/13)
A convenient organocatalytic enantioselective decarboxylative Michael addition of β-keto acids to dicyanoolefins and disulfonylolefins is realized. In the presence of saccharide-derived chiral amino thioureas, the reaction proceeded smoothly to afford a wide range of the Michael adducts in 62–99% yield with 70–94% ee. Moreover, one of the chiral adducts obtained could be readily converted into the monofluorinated product in a total 68% yield over four steps with 85% ee. (Figure presented.).
