Iron-catalysed asymmetric tandem spiro-cyclization using dioxygen in air as the hydrogen acceptor

2014 ◽  
Vol 50 (39) ◽  
pp. 5053-5056 ◽  
Author(s):  
Takuya Oguma ◽  
Tsutomu Katsuki
Keyword(s):  
Efficient Method ◽  
Michael Addition ◽  
Quinone Methide ◽  
Hydrogen Acceptor

A tandem combination of ortho-quinone methide (o-QM) formation/Michael addition/asymmetric dearomatization, which is catalysed by an iron–salan complex in air with high enantioselectivity, provides an efficient method for spirocyclic (2H)-dihydrobenzofuran synthesis from 2-naphthols and phenols.

Synthesis of 4-arylethyl-6-arylpyrimidine-2-thiols through aza-Michael addition/nucleophilic addition/aromatization tandem reactions

2018 ◽  
Vol 24 (1) ◽  
pp. 23-26
Author(s):  
Zheng Li ◽  
Wenli Song ◽  
Jiaojiao He ◽  
Yan Du ◽  
Jingya Yang
Keyword(s):  
Efficient Method ◽  
Michael Addition ◽  
Nucleophilic Addition ◽  
Tandem Reactions ◽  
Reaction Conditions ◽  
High Yields ◽  
Work Up

Abstract An efficient method for the synthesis of the title compounds by reactions of divinyl ketones with thiourea is described. This protocol has the advantages of high yields, mild reaction conditions and simple work-up procedure.

An efficient and eco-friendly method for the thiol-Michael addition in aqueous solutions using amino acid ionic liquids (AAILs) as organocatalysts

2020 ◽  
Vol 92 (1) ◽  
pp. 97-106
Author(s):  
Roberto Figueroa Guíñez ◽  
José G. Santos ◽  
Ricardo A. Tapia ◽  
Jackson J. Alcazar ◽  
Margarita E. Aliaga ◽  
...  
Keyword(s):  
Aqueous Solution ◽  
Ionic Liquids ◽  
Amino Acid ◽  
Efficient Method ◽  
Michael Addition ◽  
Rate Constants ◽  
Michael Reaction ◽  
High Rate ◽  
Reusable Catalyst ◽  
Reaction Conditions

AbstractA series of amino-acid based ionic liquids (Bmim[AA]s) have been synthesized and evaluated as catalysts, in aqueous solution. The results of a kinetic study of the thiol-Michael reaction of L-Cysteine with trans-β-nitrostyrene demonstrated the advantages of using (Bmim[AA]s) as organocatalysts. The benefits include high rate constants; mild reaction conditions; and, a reusable catalyst, which leads to a simple and efficient method for these important kinds of reactions.

Novel ferrocene-based bifunctional amine–thioureas for asymmetric Michael addition of acetylacetone to nitroolefins

2015 ◽  
Vol 13 (17) ◽  
pp. 5054-5060 ◽  
Author(s):  
Xiaochen Ren ◽  
Chunyan He ◽  
Yingle Feng ◽  
Yonghai Chai ◽  
Wei Yao ◽  
...  
Keyword(s):  
Hydrogen Bonding ◽  
Efficient Method ◽  
Michael Addition ◽  
High Yield ◽  
Bifunctional Catalysts ◽  
Michael Adducts ◽  
Asymmetric Michael Addition ◽  
Multiple Hydrogen Bonding

An efficient method was developed to synthesize the ferrocene-based bifunctional amine–thioureas bearing multiple hydrogen-bonding donors. Asymmetric Michael addition of acetylacetone to nitroolefins catalyzed by these novel bifunctional catalysts affords the Michael adducts in high yield and moderate to excellent enantioselectivities.

scholarly journals A New and Efficient Method for o-Quinone Methide Intermediate Generation: Application to the Biomimetic Synthesis of (.+-.)-Alboatrin.

ChemInform ◽  
2005 ◽  
Vol 36 (4) ◽  
Author(s):  
Raphael Rodriguez ◽  
Robert M. Adlington ◽  
John E. Moses ◽  
Andrew Cowley ◽  
Jack E. Baldwin
Keyword(s):  
Efficient Method ◽  
Biomimetic Synthesis ◽  
Quinone Methide

Oxidant- and hydrogen acceptor-free palladium catalyzed dehydrogenative cyclization of acylhydrazones to substituted oxadiazoles

2018 ◽  
Vol 5 (3) ◽  
pp. 386-390 ◽  
Author(s):  
Qiangqiang Jiang ◽  
Xinghui Qi ◽  
Chenyang Zhang ◽  
Xuan Ji ◽  
Jin Li ◽  
...  
Keyword(s):  
Efficient Method ◽  
Hydrogen Acceptor ◽  
Palladium Catalyzed

An efficient method for the synthesis of 2,5-disubstituted 1,3,4-oxadiazoles has been developed through palladium(0) catalyzed dehydrogenative cyclization ofN-arylidenearoylhydrazides without oxidants and hydrogen acceptors.

A New and Efficient Method foro-Quinone Methide Intermediate Generation:  Application to the Biomimetic Synthesis of (±)-Alboatrin

2004 ◽  
Vol 6 (20) ◽  
pp. 3617-3619 ◽  
Author(s):  
Raphaël Rodriguez ◽  
Robert M. Adlington ◽  
John E. Moses ◽  
Andrew Cowley ◽  
Jack E. Baldwin
Keyword(s):  
Efficient Method ◽  
Biomimetic Synthesis ◽  
Quinone Methide

Catalyst-Free Room-Temperature Self-Healing Polymer Networks Based on Dynamic Covalent Quinone Methide-Secondary Amine Chemistry

2021 ◽  
Author(s):  
Yuanxing Zhang ◽  
Ying Wu ◽  
Jiayi Li ◽  
Ke Zhang
Keyword(s):  
Secondary Amine ◽  
Michael Addition ◽  
Room Temperature ◽  
Polymer Networks ◽  
Quinone Methide ◽  
Self Healing ◽  
Ambient Conditions ◽  
Catalyst Free ◽  
External Stimuli

An aza-Michael addition between 2,6-di-t-butyl-7-phenyl-p-quinone methide and secondary amine was demonstrated to hold the dynamic covalent reaction property under ambient conditions requiring no external stimuli. Based on this dynamic covalent...

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