88928-40-9

Upstream product

• 4187-87-5 1-Phenyl-2-propyn-1-ol 
• 78-93-3 butanone 
• 19347-08-1 acetic acid 1-methyl-2-oxo-2-phenyl-ethyl ester 
• 5650-40-8 2-hydroxypropiophenone 
• 2114-00-3 2-bromo-1-phenyl-1-propanone 
• 17795-76-5 3-Tributylstannanyl-butan-2-one 

Relevant academic research and scientific papers

Water-Mediated Catalytic Decarboxylation Enabled Polysubstituted Furans and Allylic Alcohols with Exclusive (E)-Configurations

A water-mediated catalytic decarboxylation process toward the formation of polysubstituted furans and (E)-allylic alcohols has been reported. This protocol features wide functional group tolerance, easy operation, and only CO2-byproduct generation. These reactions can be performed on a large scale open to air under extremely ambient conditions. A range of control experiments revealed the crucial role of the water for the successful conversions as well as the origin of the chemoselectivity and exclusive stereoselectivity.

Redox-triggered Ci-C coupling of diols and alkynes: Synthesis of β,γ-unsaturated α-hydroxyketones and furans by ruthenium-catalyzed hydrohydroxyalkylation

Direct ruthenium-catalyzed Ci-C coupling of alkynes and vicinal diols to form β,γ-unsaturated ketones occurs with complete levels of regioselectivity and good to complete control over the alkene geometry. Exposure of the reaction products to substoichiometric quantities of p-toluenesulfonic acid induces cyclodehydration to form tetrasubstituted furans. These alkyne-diol hydrohydroxyalkylations contribute to a growing body of merged redox-construction events that bypass the use of premetalated reagents and, hence, stoichiometric quantities of metallic by-products. More alcohol, more fun: Diols and alkynes engage in ruthenium(0)-catalyzed hydrohydroxyalkylation to form β,γ-unsaturated ketones with good to complete levels of regioselectivity and control of alkene geometry. Exposure of the reaction products to p-toluenesulfonic acid results in cyclodehydration to form tetrasubstituted furans.

Synthesis of multisubstituted furans, pyrroles, and thiophenes via ynolates

An efficient synthetic method for the preparation of multisubstituted furans, thiophenes, and pyrroles using ynolates was developed. This novel formal [4 + 1] annulation by C2-C3 and C3-C4 bond formations Includes cycloaddition, cyclization, decarboxylati

Novel ruthenium- and platinum-catalyzed sequential reactions: Synthesis of tri- and tetrasubstituted furans and pyrroles from propargylic alcohols and ketones

Two cats. in the same pot: The two catalysts [Cp*RuCl(μ2-SMe)2RuCp*Cl] (1) and PtCl2 (2) promote a sequence of catalytic cycles in the same medium. Trior tetrasubstituted furans or pyrroles are afforded in moderate to good yields with high regioselectivities from the catalyzed reactions of propargylic alcohols with ketones or with ketones and anilines, respectively (see scheme; cats.=catalysts).

Hydrogen peroxide oxidation of polysubstituted pyrylium salts: Formation of enol esters and furans

2,4,6-Trialkylsubstituted pyrylium salts 1 have been known to afford 2-acyl-3,5-dialkyl-furans 2 in moderate yields (30 - 45%). Oxidation of these salts in buffer solutions (pH = 3-4.5) increased the yields of acylfurans to 75%. In contrast, tetra- and pe

Reaction of Tributyltin Enolates with α-Halogeno Ketones: a New Route to Furan Derivatives

The reaction of tributyltin enolates with α-halogeno ketones gave substituted furans which were not derived from the normal cross-coupling products, 1,4-diketones, but were formed instead through addition of the tin enolate to the α-halogeno ketones.