Silver triflate-catalyzed three-component reaction of 2-alkynylbenzaldehyde, sulfonohydrazide, and α,β-unsaturated carbonyl compound

2010 ◽  
Vol 46 (29) ◽  
pp. 5238 ◽  
Author(s):  
Shengqing Ye ◽  
Xiaodi Yang ◽  
Jie Wu
Keyword(s):  
Carbonyl Compound ◽  
Silver Triflate ◽  
Three Component Reaction ◽  
Unsaturated Carbonyl Compound

Bismuth-triflate-catalyzed Prins–Ritter reaction — An efficient synthesis of 4-amidotetrahydropyrans

2008 ◽  
Vol 86 (8) ◽  
pp. 769-773 ◽  
Author(s):  
J S Yadav ◽  
B V Subba Reddy ◽  
D N Chaya ◽  
GG KS Narayana Kumar
Keyword(s):  
Ambient Temperature ◽  
Carbonyl Compound ◽  
Lewis Acid ◽  
Ritter Reaction ◽  
Efficient Synthesis ◽  
Prins Cyclization ◽  
Three Component Reaction ◽  
High Yields ◽  
Bismuth Triflate

Bismuth(III) triflate is found to be an effective Lewis acid in catalyzing a three-component reaction of homoallylic alcohol, carbonyl compound, and nitrile at ambient temperature via the Prins–Ritter sequence to furnish 4-amidotetrahydropyrans in high yields, all with cis selectivity. Spirocyclic 4-amidotetrahydropyrans are obtained in case of cyclic ketones.Key words: Prins cyclization, bismuth(III) triflate, homoallyl alcohol, 4-amidotetrahydropyrans.

scholarly journals Laccase-Catalyzed Oxidation of Allylbenzene Derivatives: Towards a Green Equivalent of Ozonolysis

Molecules ◽  
2021 ◽  
Vol 26 (19) ◽  
pp. 6053
Author(s):  
Mathilde Lecourt ◽  
Giorgiana Chietera ◽  
Bernard Blerot ◽  
Sylvain Antoniotti
Keyword(s):  
Double Bond ◽  
Carbonyl Compound ◽  
Conversion Rate ◽  
Methyl Eugenol ◽  
Allylic Alcohol ◽  
Side Chain ◽  
Oxidation Reactions ◽  
Electronic Effects ◽  
Unsaturated Carbonyl Compound ◽  
Catalyzed Oxidation

Laccase-based biocatalytic reactions have been tested with and without mediators and optimized in the oxidation of allylbenzene derivatives, such as methyl eugenol taken as a model substrate. The reaction primarily consisted in the hydroxylation of the propenyl side chain, either upon isomerization of the double bond or not. Two pathways were then observed; oxidation of both allylic alcohol intermediates could either lead to the corresponding α,β-unsaturated carbonyl compound, or the corresponding benzaldehyde derivative by oxidative cleavage. Such a process constitutes a green equivalent of ozonolysis or other dangerous or waste-generating oxidation reactions. The conversion rate was sensitive to the substitution patterns of the benzenic ring and subsequent electronic effects.

Sign in / Sign up

Export Citation Format

Share Document