116043-22-2

Upstream product

• 13633-26-6 4-phenylbut-1-en-3-yne 
• 100-52-7 benzaldehyde 
• 7436-90-0 2,2-dibromostyrene 
• 2579-22-8 Phenylpropargyl aldehyde 
• 75-52-5 nitromethane 

Downstream Products

• 1065515-29-8 (E)-(4-nitrobut-3-en-1-yn-1-yl)benzene 

Relevant academic research and scientific papers

Magnetically separable Cu-carboxylate MOF catalyst for the Henry reaction

An air-stable Cu-carboxylate MOF complex can catalyze the cross-coupling reaction of phenylacetylene with 2-oxazolidone and Henry reaction. The Cu-carboxylate MOF encapsulated magnetic beads (MOF-MB II) was also prepared. The MOF-MB II was successfully reused in the Henry reaction by a simple magnetic separation. Georg Thieme Verlag Stuttgart · New York.

Combining silver- and organocatalysis: An enantioselective sequential catalytic approach towards pyrano-annulated pyrazoles

A one-pot asymmetric Michael addition/hydroalkoxylation sequence, catalyzed by a sequential catalytic system consisting of a squaramide and a silver salt, provides a new series of chiral pyrano-annulated pyrazole derivatives in excellent yields (up to 95%) and high enantioselectivities (up to 97% ee).

Enantio- and regioselective conjugate addition of organometallic reagents to linear polyconjugated nitroolefins

The copper-catalysed conjugate addition of trialkylaluminium and dialkylzinc reagents to polyconjugated nitroolefins (nitrodiene and nitroenyne derivatives) is reported. A reversed Josiphos ligand L7 allows for the selective 1,4- or 1,6-addition with high enantioselectivities. Copyright

Organocatalyzed conjugate addition of carbonyl compounds to nitrodienes/nitroenynes and synthetic applications

The purpose of this study is to point out the synthetic utility of a new class of Michael acceptors (nitrodienes and nitroenynes). The highly enantioselective organocatalytic Michael addition of carbonyl compounds to these functionalized nitroolefins has been carried out in the presence of (S)-diphenylprolinol silyl ether to achieve some interesting building blocks in high selectivities. The adducts thus obtained can be easily converted by taking advantage of the corresponding unsaturated carbon-carbon bond. In presence of the double bond, metathesis or electrophilic activation could be carried out whereas in the presence of the triple bond electrophilic acti-vation could be conducted. We thus focused on a gold-catalyzed cyclization of the bis-homopropargylic alcohol to afford the corresponding substituted tetrahydrofuran. Then, we also demonstrated that organic and gold catalysts were compatible in a one-pot process. Indeed, we developed a one-pot enantioselective organocatalytic Michael addition to a nitroenyne followed by a gold-catalyzed acetalization/cyclization to achieve tetrahydrofuranyl ethers in high diastereoand enantioselectivities with excellent yields.

Enantioselective organocatalytic conjugate addition of aldehydes to nitrodienes

(Chemical Equation Presented) The asymmetric organocatalyzed Michael addition of aldehydes to α,β-γ,δ-unsaturated nitro compounds has been accomplished using only 5 mol % of (S)-diphenylprolinol silyl ether and 2 equiv of aldehyde in a mixture of ethanol and water (5% v/v). The Michael adducts were obtained in good yields, diastereoselectivities up to 94/6, and ee's up to 99%. This process provides synthetically useful compounds which can easily lead to more complex molecules, as exemplified with substituted tetrahydropyran or cyclohexene.