ChemInform Abstract: Palladium-Catalyzed Synthesis of Novel O-Heterocycles by Domino Suzuki Coupling-Michael Addition Reaction

ChemInform ◽  
2016 ◽  
Vol 47 (35) ◽  
Author(s):  
Qihua Zhu ◽  
Feng Nie ◽  
Jingjie Feng ◽  
Yuyan Li ◽  
Xuyan Wang ◽  
...  
Keyword(s):  
Michael Addition ◽  
Addition Reaction ◽  
Suzuki Coupling ◽  
Michael Addition Reaction ◽  
Palladium Catalyzed

Palladium-catalyzed Synthesis of Novel O-Heterocycles by Domino Suzuki Coupling-Michael Addition Reaction

2015 ◽  
Vol 53 (3) ◽  
pp. 919-923 ◽  
Author(s):  
Qihua Zhu ◽  
Feng Nie ◽  
Jingjie Feng ◽  
Yuyan Li ◽  
Xuyan Wang ◽  
...  
Keyword(s):  
Michael Addition ◽  
Addition Reaction ◽  
Suzuki Coupling ◽  
Michael Addition Reaction ◽  
Palladium Catalyzed

Cupin Variants as Macromolecular Ligand Library for Stereoselective Michael Addition of Nitroalkanes

2019 ◽  
Author(s):  
Nobutaka Fujieda ◽  
Miho Yuasa ◽  
Yosuke Nishikawa ◽  
Genji Kurisu ◽  
Shinobu Itoh ◽  
...  
Keyword(s):  
Michael Addition ◽  
In Silico ◽  
Addition Reaction ◽  
Single Point ◽  
Point Mutations ◽  
Unsaturated Ketone ◽  
Michael Addition Reaction ◽  
Beta Barrel ◽  
Cupin Superfamily ◽  
Single Point Mutations

Cupin superfamily proteins (TM1459) work as a macromolecular ligand framework with a double-stranded beta-barrel structure ligating to a Cu ion through histidine side chains. Variegating the first coordination sphere of TM1459 revealed that H52A and H54A/H58A mutants effectively catalyzed the diastereo- and enantio-selective Michael addition reaction of nitroalkanes to an α,β-unsaturated ketone. Moreover, in silico substrate docking signified C106N and F104W single-point mutations, which inverted the diastereoselectivity of H52A and further improved the stereoselectivity of H54A/H58A, respectively.

Tandem Alkylation/Michael Addition Reaction of Dithiocarbamic Acids with Alkyl γ-Bromocrotonates: Access to Functionalized 1,3-Thiazolidine-2-thiones

Synthesis ◽  
2021 ◽  
Author(s):  
Azim Ziyaei Halimehjani ◽  
Petr Beier ◽  
Maryam Khalili Foumeshi ◽  
Ali Alaei ◽  
Blanka Klepetářová
Keyword(s):  
Amino Acids ◽  
Carbon Disulfide ◽  
Multicomponent Reaction ◽  
Michael Addition ◽  
Addition Reaction ◽  
Primary Amines ◽  
Oxidation Reactions ◽  
Michael Addition Reaction ◽  
Synthetic Utility ◽  
Reaction Proceeds

AbstractThiazolidine-2-thiones were prepared via a novel multicomponent reaction of primary amines (amino acids), carbon disulfide, and γ-bromocrotonates. The reaction proceeds via a domino alkylation/intramolecular Michael addition to provide the corresponding thiazolidine-2-thiones in high to excellent yields. By using diamines in this protocol, bis(thiazolidine-2-thiones) derivatives were synthesized. The synthetic utility of the adducts was demonstrated by hydrolysis, amidation, and oxidation reactions.

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