Pd-catalyzed arylation/aza-Michael addition cascade to C2-spiroindolines and azabicyclo[3.2.2]nonanones

2020 ◽  
Vol 56 (80) ◽  
pp. 12013-12016
Author(s):  
Xiao-Wen Zhang ◽  
Hui Zhang ◽  
Hu-Chong Wang ◽  
Ming-Hui Zhu ◽  
Hengjiang Cong ◽  
...  
Keyword(s):  
Michael Addition ◽  
Cascade Reaction ◽  
Palladium Catalyzed

Construction of spiro- and bridged heterocycles through a palladium-catalyzed arylation/aza-Michael cascade reaction.

Ligand-Enabled γ-C(sp3)–H Olefination of Free Carboxylic Acids

2020 ◽  
Author(s):  
Kiron Kumar Ghosh ◽  
Alexander Uttry ◽  
Francesca Ghiringhelli ◽  
Arup Mondal ◽  
Manuel van Gemmeren
Keyword(s):  
Reaction Mechanism ◽  
Carboxylic Acids ◽  
Michael Addition ◽  
Kinetic Studies ◽  
Wide Range ◽  
Palladium Catalyzed

We report the ligand enabled C(sp3)–H activation/olefination of free carboxylic acids in the γ-position. Through an intramolecular Michael-addition, δ-lactones are obtained as products. Two distinct ligand classes are identified that enable the challenging palladium-catalyzed activation of free carboxylic acids in the γ-position. The developed protocol features a wide range of acid substrates and olefin reaction partners and is shown to be applicable on a preparatively useful scale. Insights into the underlying reaction mechanism obtained through kinetic studies are reported.<br>

Uncatalyzed diastereoselective synthesis of alkyliminofurochromone-derived benzylmalononitriles via a three-component cascade reaction: competition between Diels–Alder cycloaddition and Michael addition

2021 ◽  
Author(s):  
Mohammad Bagher Teimouri ◽  
Zahra Mokhtare ◽  
Hamid Reza Khavasi
Keyword(s):  
Michael Addition ◽  
Heterocyclic Ring ◽  
Cascade Reaction ◽  
Diels Alder ◽  
Chemical Bonds ◽  
Diastereoselective Synthesis ◽  
Atom Economy ◽  
One Pot

Three new chemical bonds and three stereogenic centres and one heterocyclic ring were assembled stereoselectively in a convenient high atom-economy one-pot operation.

ChemInform Abstract: Synthesis of Spiro Imines from Oximes by Palladium-Catalyzed Cascade Reaction.

ChemInform ◽  
2010 ◽  
Vol 32 (41) ◽  
pp. no-no
Author(s):  
Mitsuru Kitamura ◽  
Shazia Zaman ◽  
Koichi Narasaka
Keyword(s):  
Cascade Reaction ◽  
Palladium Catalyzed

scholarly journals New Bicyclic Azalide Macrolides Obtained by Tandem Palladium Catalyzed Allylic Alkylation/Conjugated Addition Reaction

Molecules ◽  
2022 ◽  
Vol 27 (2) ◽  
pp. 432
Author(s):  
Sulejman Alihodžić ◽  
Hana Čipčić Paljetak ◽  
Ana Čikoš ◽  
Ivaylo Jivkov Elenkov
Keyword(s):  
Antibacterial Activity ◽  
Nmr Spectroscopy ◽  
Chemical Reaction ◽  
Michael Addition ◽  
Addition Reaction ◽  
Allylic Alkylation ◽  
Antibiotic Drug ◽  
Palladium Catalyzed

Unprecedented tandem allylic alkylation/intermolecular Michael addition was used in the preparation of novel bicyclic azalides. NMR spectroscopy was used not only to unambiguously determine and characterize the structures of these unexpected products of chemical reaction but also to investigate the effect the rigid bicyclic modification has on the conformation of the whole molecule. Thus, some of the macrolides prepared showed antibacterial activity in the range of well-known antibiotic drug azithromycin.

Carbofluorination via a palladium-catalyzed cascade reaction

2013 ◽  
Vol 4 (3) ◽  
pp. 1216 ◽  
Author(s):  
Marie-Gabrielle Braun ◽  
Matthew H. Katcher ◽  
Abigail G. Doyle
Keyword(s):  
Cascade Reaction ◽  
Palladium Catalyzed

A palladium-catalyzed dehydrative N-benzylation/C–H benzylation cascade of 2-morpholinoanilines on water

2018 ◽  
Vol 20 (6) ◽  
pp. 1297-1305 ◽  
Author(s):  
Hidemasa Hikawa ◽  
Risa Ichinose ◽  
Shoko Kikkawa ◽  
Isao Azumaya
Keyword(s):  
Cascade Reaction ◽  
Synthetic Route ◽  
Benzyl Alcohols ◽  
Palladium Catalyzed

A strategy for the palladium-catalyzed dehydrative tandem benzylation of 2-morpholinoanilines with benzyl alcohols has been developed. This cascade reaction is devised as a straightforward and efficient synthetic route for N-(1,2-diphenylethyl)-2-morpholinoanilines.

Palladium-catalyzed post-Ugi arylative dearomatization/Michael addition cascade towards plicamine analogues

2021 ◽  
Author(s):  
Chao Liu ◽  
Ruiqi Zhao ◽  
Liangliang Song ◽  
Zhenghua Li ◽  
Guilong Tian ◽  
...  
Keyword(s):  
Intramolecular Cyclization ◽  
Michael Addition ◽  
Highly Efficient ◽  
Palladium Catalyzed

A palladium-catalyzed intramolecular cyclization of Ugi-adducts via a cascade dearomatization/aza-Michael addition process has been developed. Diverse plicamine analogues are constructed in a rapid, highly efficient and step-economical manner, through the...

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