30078-92-3

Upstream product

• 123-73-9 trans-Crotonaldehyde 
• 100-52-7 benzaldehyde 
• 4412-96-8 3-methylfuran-2-carboxylic acid 
• 108-86-1 bromobenzene 
• 214264-69-4 1-(allyloxy)-2-methyl-1-phenylprop-2-ene 
• 56790-81-9 2,5-dihydro-3-methyl-2-phenylfuran 
• 30515-35-6 2-methyl-1-phenylbuta-2,3-dien-1-one 
• 78808-42-1 2-methyl-1-phenylbuta-2,3-dien-1-ol 
• 681855-86-7 4-methyl-3-phenyl-3,6-dihydro-1,2-dioxine 
• 37580-42-0 (E)-2-methyl-1-phenyl-1,3-butadiene 
• 15174-47-7 α-methyl-trans-cinnamaldehyde 
• 98761-58-1 Lithium; (E)-2-bromo-4,4-diethoxy-1-phenyl-but-2-en-1-olate 

Relevant academic research and scientific papers

Stereoselective Cyclopropanation of 1-Azadienes with Fischer Carbene Complexes

1-Aza-1,3-dienes, including a 1-aza-1,3,5-triene, are cyclopropanated by pentacarbonyl(methoxy)phenylchromium to give trans-cyclopropaneimines stereoselectively; their transformation into cyclopropane aldehydes and five-membered heterocycles is also descr

Cycloisomerization of Conjugated Allenones into Furans under Mild Conditions Catalyzed by Ligandless Au Nanoparticles

Au nanoparticles supported on TiO2 (1 mol %) catalyze the quantitative cycloisomerization of conjugated allenones into furans under very mild conditions. The reaction rate is accelerated by adding acetic acid (1 equiv), but the acid does not participate in the protodeauration step as in the corresponding Au(III)-catalyzed transformation. The process is purely heterogeneous, allowing thus the recycling and reuse of the catalyst effectively in several runs.

Chemo-Enzymatic Metathesis/Aromatization Cascades for the Synthesis of Furans: Disclosing the Aromatizing Activity of Laccase/TEMPO in Oxygen-Containing Heterocycles

The unprecedented Trametes versicolor laccase/TEMPO-catalyzed aromatization of 2,5-dihydrofurans to furans is described. A variety of furan derivatives have been synthesized in moderate to high conversions (21-99%) and yields (20-76%) under mild reaction

A biosynthetically inspired route to substituted furans using the Appel reaction: Total synthesis of the furan fatty acid F5

Appel reaction conditions have been harnessed to affect a mild biosynthetically inspired dehydration of endoperoxides to deliver multi-substituted electron rich furans. Unlike traditional dehydrative procedures, this method is metal and acid free, and can be achieved under redox neutral conditions. It is general for a range of aryl and alkyl substituted endoperoxides, and is functional group tolerant. Furthermore, this procedure has been used to deliver an effective total synthesis of the furan fatty acid (FFA) F5.

Unexpected intermolecular Pd-catalyzed cross-coupling reaction employing heteroaromatic carboxylic acids as coupling partners

Aryl-substituted five-membered heteroaromatics have attracted great interest over the past years due to their presence in a large number of pharmaceuticals and natural products. Recently, an advance in the preparation of these scaffolds was achieved by employing a C-H functionalization strategy. This method allows easy access to these biaryl motifs by precluding the necessity of preparing specific coupling partners, although poor regioselectivity is sometimes observed when more than one reactive C-H is present on the substrate. In an effort to circumvent this liability, we envisioned the use of a carboxylic acid moiety as a blocking group that could be later functionalized or removed. Remarkably, the coupling was found to occur exclusively at the position previously occupied by the acid, even in the presence of a reactive C-H group. This selective transformation was also found to proceed with other heteroaromatic carboxylic acids, allowing for the preparation of a variety of aryl-substituted heteroaromatics that would be difficult to obtain via other methods. Copyright

Arsoniosilylation of α,β-unsaturated carbonyl compounds. Direct synthesis of furans from α,β-enals

Arsoniosilylation reactions of α,β-enones and α,β-enals have been studied by the low temperature 1H-NMR spectroscopy and direct synthesis of furans from α,β-enals via arsoniosilylation is discribed.

(E)-1-Bromo-3,3-diethoxy-1-propene (Diethyl Acetal of 3-Bromoacrolein). A Versatile Synthon for the Synthesis of Furans, Butenolides, and (Z)-Allyl Alcohols

A convenient preparation of the title compound allowed a study in which the α-lithio-α-bromovinyl acetal 2 could be evaluated as a precursor to furans, butenolides, and (Z)-allyl alcohols.Reaction of the lithio derivative with aldehydes, ketones, and alkyl halides took place in a convenient manner.The bromine was either transformed at a later stage to an alkyl group or reduced to hydrogen with tin hydrides.The carbonyl adducts of 2 could be transformed, on mild hydrolysis, to butenolides or 2,3-disubstituted furans.An interesting solvent system (1:1:1 THF-Et2O-pentane) allowed vinyl proton abstraction and halogen-metal exchange to take place in one pot.

A SIMPLE ROUTE TO FURANS BY ORGANOALUMINUM REAGENTS

2,3-Disubstituted furans are synthesized from the reaction of aldehydes with allenylaluminum reagents derived from propargylic ethers.

Quaternary Ammonium Periodate as a New Oxidizing Agent

Quaternary ammonium periodate has been found to be a useful oxidizing agent to convert a 1,2-diol and an olefin to the corresponding carbonyl compound in anhydrous aprotic solvents.The resulting carbonyl compounds have been reacted with alkyllithium to prepare alcohols in one-pot from a 1,2-diol or an olefin.