336854-86-5

Upstream product

• 93321-44-9 1,3-diphenylprop-2-yn-1-yl acetate 
• 55-21-0 benzamide 
• 308848-54-6 (1,3-diphenyl-prop-2-ynyl)-i-butylcarbonate 
• 134166-47-5 1,3-diphenylprop-2-ynyl-1-amine 
• 98-88-4 benzoyl chloride 
• 100-52-7 benzaldehyde 
• 1817-49-8 1,3-diphenyl-1-propyn-3-ol 
• 10374-29-5 N-benzylidenebenzamide 
• 536-74-3 phenylacetylene 

Downstream Products

• 1140505-08-3 5-benzyl-2,4-diphenyloxazole 
• 59824-82-7 5-benzyl-2,4-diphenylthiazole 
• 134166-47-5 1,3-diphenylprop-2-ynyl-1-amine 

Relevant academic research and scientific papers

Base-Promoted Cycloisomerization for the Synthesis of Oxazoles and Imidazoles

Treatment of propargylamides or propargylamidines with cesium carbonate in DMSO results in the formation of the corresponding oxazoles or imidazoles in good yields. A large variety of substrates with various functional groups are tolerated. DFT study on a model substrate reveals that the reactions proceed via a sequence involving allene formation, intramolecular cyclization, and double-bond isomerization.

Beyond acid strength in zeolites: Soft framework counteranions for stabilization of carbocations on zeolites and its implication in organic synthesis

The generation of a carbocation with an acid depends not only on the acid strength but also on the ability of the counteranion to stabilize the positive charge left behind. Here we report that despite their relatively weak acidity, zeolites are able to ge

SnCl2-catalyzed propargylic substitution of propargylic alcohols with carbon and nitrogen nucleophiles

A weak Lewis acid, tin(II) chloride, which is insensitive to water and air, functioned as a catalyst for the propargylic substitution of secondary propargylic alcohols with carbon nucleophiles, such as electron-rich arenes, heteroarenes, and 1,3-dicarbony

Al(OTf)3: An efficient recyclable catalyst for direct nucleophilic substitution of the hydroxy group of propargylic alcohols with carbon- and heteroatom-centered nucleophiles to construct C-C, C-O, C-N and C-S bonds

A general and highly efficient Al(OTf)3-catalyzed methodology has been developed for the direct nucleophilic substitution of the hydroxy group in propargylic alcohols with a variety of carbon- and heteroatom-centered nucleophiles such as alcohols, aromatic compounds, amides, and thiols, leading to the construction of C-C, C-O, C-N and C-S bonds.

Efficient synthesis of di- and trisubstituted 2-aryloxazoles via ytterbium(III) triflate catalyzed cyclization of tertiary propargylic alcohols with aryl amides

An efficient synthetic method to prepare di- and trisubstituted 2-aryloxazoles based on Yb(OTf)3 catalyzed cyclization of trisubstituted propargylic alcohols with aryl amides is described. The reaction was accomplished in moderate to excellent product yields and with complete regioselective control. The mechanism is suggested to involve activation of the starting alcohol by the metal catalyst that results in its ionization. Subsequent cyclization of this newly generated carbocationic species with the aryl amide then affords the oxazole. In view of the mild conditions along with the low cost, commercially availability of Yb(OTf)3 and its high tolerance to air and moisture, the present synthetic approach offers an operationally simplistic and convenient route to this important aromatic heterocycle.

Facile one-pot synthesis of three different substituted thiazoles from propargylic alcohols

Three different substituted thiazoles have been successfully synthesized from readily available propargylic alcohols. Various secondary propargylic alcohols or tertiary propargylic alcohols participated well in the reaction, providing the desired products in good yields. This method provides a flexible and rapid route to substituted thiazoles. The Royal Society of Chemistry 2010.

BiCl3-catalyzed propargylic substitution reaction of propargylic alcohols with C-, O-, S- and N-centered nucleophiles

A general and efficient BiCl3-catalyzed substitution reaction of propargylic alcohols with carbon and heteroatom-centered nucleophiles such as allyl trimethylsilane, alcohols, aromatic compounds, thiols and amides, leading to the construction o

A general and efficient FeCl3-catalyzed nucleophilic substitution of propargylic alcohols

A general and efficient FeCl3-catalyzed substitution reaction of propargylic alcohols with carbon- and heteroatom-centered nucleophiles such as allyl trimethylsilane, alcohols, aromatic compounds, thiols, and amides, leading to the construction of C-C, C-O, C-S and C-N bonds, has been developed.

Metal catalyzed multicomponent syntheses of secondary propargylamides and oxazoles from silylimines, acid chlorides, and alkynes

Copper(I) and zinc(II) catalyzed routes to construct secondary propargylamides in one-pot procedures from aldehydes, LiN(TMS)2, acid chlorides, and alkynes are described. This reaction has been subsequently used to provide a one-pot synthesis o

TiCl4-mediated amination of propargylic esters

The TiCl4-mediated substitution of propargylic esters with amides afforded the corresponding α-substituted propargylic amides.