156607-08-8

Upstream product

• 90-02-8 salicylaldehyde 
• 623-47-2 propynoic acid ethyl ester 
• 89-95-2 2-methyl-benzyl alcohol 
• 941-55-9 4-toluenesulfonyl azide 

Downstream Products

• 90-02-8 salicylaldehyde 
• 779-84-0 N-phenylsalicylaldimine 
• 954374-83-5 C₂₉H₃₁NO₇ 
• 1206884-01-6 (E)-ethyl 3-(2-((E)-2-nitroprop-1-enyl)phenoxy)acrylate 
• 1258880-43-1 (E)-ethyl 3-(2-((E)-2-nitro-3-phenylprop-1-en-1-yl)phenoxy)acrylate 

Relevant academic research and scientific papers

Fused oxacycle synthesis via radical cyclization of -β alkoxyacrylates

β-Alkoxyacrylates are efficient radical acceptors in intramolecular addition of O-stannyl ketyls. This cyclization reaction can be applied reiteratively to form fused oxacycles.

Novel and efficient synthesis of iminocoumarins via copper-catalyzed multicomponent reaction

A variety of substituted iminocoumarins are prepared in good to excellent yields via a copper-catalyzed multicomponent reaction of sulfonyl azides, terminal alkynes, and salicylaldehydes or o-hydroxylacetophenones. The method is general, mild, versatile, and efficient. A plausible mechanism for the domino process is proposed.

Diastereoselective synthesis of 3,3-disubstituted 3-nitro-4-chromanone derivatives as potential antitumor agents

We report an efficient and highly diastereoselective protocol for the rapid construction of 3-nitro substituted 4-chromanones by an intramolecular Michael-type cyclization of α-nitro aryl ketones bearing unsaturated ester units. A catalytic amount of KOtB

Intramolecular Tandem Seleno-Michael/Aldol Reaction: A Simple Route to Hydroxy Cyclo-1-ene-1-carboxylate Esters

Intramolecular tandem seleno-Michael/aldol reaction followed by an oxidation-elimination process can be an efficient tool for the construction of hydroxy cyclo-1-ene-1-carboxylate esters from oxo-α,β-unsaturated esters. Generation of lithium selenolate from elemental selenium and n-BuLi provides a simple and efficient one-pot access to cyclic endo-Morita-Baylis-Hillman adducts.

Synthesis of Highly Functionalized Chiral Benzopyrano[3,4-c]pyrrolidines Bearing Five Contiguous Stereogenic Centers

A chiral bis(imidazolidine)pyridine-Cu complex smoothly catalyzed the asymmetric [3 + 2] cycloaddition reaction of α,β-unsaturated ester-containing nitroalkenes with imino esters to give endo-pyrrolidine products in a highly enantioselective manner while maintaining the α,β-unsaturated ester functionality. Subsequent intramolecular diastereoselective cyclizations of the obtained pyrrolidine products were accomplished by treatment with KF/Al2O3 in toluene/EtOH (4:1) to give highly functionalized benzopyrano[3,4-c]pyrrolidines bearing five contiguous stereogenic centers.

Exploring O-stannyl ketyl and acyl radical cyclizations for the synthesis of γ-lactone-fused benzopyrans and benzofurans

The synthesis of a series of γ-lactone-fused benzopyrans and benzofurans, analogues of the pyranonaphthoquinone antibiotics, is reported. Preparation of the heterocycles was achieved by either O-stannyl ketyl or acyl radical cyclization of benzaldehyde pr

Enantioselective intramolecular crossed rauhut-currier reactions through cooperative nucleophilic activation and hydrogen-bonding catalysis: Scope and mechanistic insight

A highly efficient and enantioselective intramolecular crossed Rauhut-Currier (RC) reaction of nitroolefins with tethered enonates has been developed through cooperative nucleophilic activation and a hydrogen-bonding catalytic strategy (≤98% ee and 98% yield). The reaction features simple experimental procedures and is completely chemoselective and atom-economic in character. The potential synthetic applications have been demonstrated by the conversion of the RC reaction products into biologically and pharmaceutically valuable compounds with highly diastereoselectivity. In addition, computational investigations were employed to support the proposed mechanism and to obtain a good understanding of the origin of the stereoselectivity in RC reactions. Copyright

Organocatalytic asymmetric sulfa-michael/michael addition reactions: A strategy for the synthesis of highly substituted chromans with a quaternary stereocenter

Simply complex: Diverse and structurally complex chroman derivatives with a quaternary stereocenter have been obtained through the titled reaction of thiols with nitroolefin enoates using the bifunctional catalyst 1. The reaction features simple experimental procedures, high yield, enantiomeric excess, and excellent diastereoselectivity.

Construction of fused heterocyclic architectures by formal [4+l]/[3+2] cycloaddition cascade of sulfur ylides and nitroolefins

[Chemical equation presented] Under control: A format [4+1]/[3+2] cycloaddition cascade of sulfur ylides and alkene-tethered nitroolefins has been developed, and provides an efficient synthesis of fused polycyclic heterocyclic compounds in good to excelle

Domino reaction of 3-(2-formylphenoxy)propenoates and amines: A novel synthesis of 1,4-dihydropyridines from salicaldehydes, ethyl propiolate, and amines

(Chemical Equation Presented) A novel synthesis of Hantzsch-type N-substituted 1,4-dihydropyridines from salicaldehydes, ethyl propiolate, and amines has been developed. Salicaldehydes were treated with ethyl propiolate in the presence of N-methyimorpholine to give ethyl 3-(2-formylphenoxy)propenoates. Three equivalents of ethyl 3-(2-formylphenoxy)propenoates reacted with 1 equiv of amines under trifluoroacetic acid (TFA) catalyst to furnish the corresponding N-substituted 1,4-dihydropyridines in good to excellent yields, recovering the starting material salicaldehydes. A possible mechanism for the domino process was proposed. Furthermore, the products can be easily derived via further transformations and three of them exhibited strong fluorescence (Φf = 0.36-0.63).