15249-31-7

Upstream product

• 4672-74-6 propiolic acid anhydride 
• 100-61-8 N-methylaniline 
• 906799-07-3 N-(2-iodophenyl)-N-methylpropiolamide 
• 471-25-0 Propiolic acid 
• 5683-31-8 3-(trimethylsilyl)prop-2-ynoic acid 
• 7341-97-1 N-phenyl propynamide 
• 74-88-4 methyl iodide 
• 615-43-0 2-iodophenylamine 
• 154867-50-2 N-(2-iodophenyl)propiolamide 

Downstream Products

• 86576-67-2 N-phenyl-N-methyl 3-pyrrolidinylpropenoamide 
• 1088706-81-3 (Z)-3-(5-amino-3-cyano-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-1H-pyrazol-4-ylthio)-N-methyl-N-phenylacrylamide 
• 94298-51-8 N-methyl-N,3-diphenylprop-2-ynamide 

Relevant academic research and scientific papers

Iodine-Mediated Domino Cyclization for One-Pot Synthesis of Indolizine-Fused Chromones via Metal-Free sp3C-H Functionalization

An efficient method for the synthesis of new indolizine-fused chromones has been accomplished from ethyl (E)-3-(2-acetylphenoxy)acrylates and pyridines in a "one-pot"manner. Facile operation in open-air, metal-free, and mild conditions renders this protocol particularly practical and attractive. Moreover, this method can simultaneously construct two molecular fragments of chromone and indolizine. Scale-up experiment and the construction of natural products further prove the practicability of this strategy.

New alkyne esters and alkyneamide plant antibacterial agents

The present invention relates to a class of propyne esters and propyneamide compounds and synthetic methods thereof, and drugs containing the compound and applications thereof. The two types of compounds have efficient and broad-spectrum inhibitory activity for more than ten kinds of plant pathogenic fungi, and at the same time have the characteristics of simple structure, easy large-scale preparation and high safety of animals and plants, and can be used as active ingredients for the development of new plant antibacterial agents with high efficiency and low toxicity.

Metal-Free Synthesis of Selenodihydronaphthalenes by Selenoxide-Mediated Electrophilic Cyclization of Alkynes

A transition-metal-free, selenium mediated electrophilic cyclization reaction was realized through a one-pot procedure between simple alkynes and triflic anhydride-activated selenoxides to give selenium containing dihydronaphthalene products. This method gave good to very high yields for all products, including selenium-substituted phenanthrene, dihydroquinoline, 2H-chromene, and coumarin, which can be further transformed to other functionalized compounds.

Access to 3-(2-Oxoalkyl)-azaspiro[4.5]trienones via Acid-Triggered Oxidative Cascade Reaction through Alkenyl Peroxide Radical Intermediate

Azaspiro[4.5]trienones bearing ketone side chains at the 3-position are prepared from N-alkyl-arylpropiolamides and ketones via oxidative 1,2-difunctionalization of alkynes. The cascade sequence starts with the generation of alkenyl peroxide intermediates

Palladium-Catalyzed Regio- and Stereoselective Coupling-Addition of Propiolates with Arylsulfonyl Hydrazides: A Pattern for Difunctionalization of Alkynes

A new pattern for difunctionalization of alkynes via a palladium-catalyzed regio- and stereoselective coupling-addition of propiolates with arylsulfonyl hydrazides is disclosed. The approach enables the synthesis of various highly functionalized (E)-vinylsulfones in satisfactory yields. Arylsulfonyl hydrazides act as both aryl and sulfonyl sources via selective cleavage of Ar(C)-S and S-N bonds, which are simultaneously incorporated onto the terminal carbon atom of an alkyne molecule.

1,1-Diphosphines and divinylphosphines via base catalyzed hydrophosphination

A catalytic hydrophosphination route to 1,1-diphosphines is yet to be reported: these narrow bite angle pro-ligands have been used to great effect as ligands in homogeneous catalysis. We herein demonstrate that terminal alkynes readily undergo double hydrophosphination with HPPh2 and catalytic potassium hexamethyldisilazane (KHMDS) to generate 1,1-diphosphines. A change to H2PPh leads to the formation of P,P-divinyl phosphines.

PhI(OCOCF3)2-Mediated Construction of a 2-Spiropseudoindoxyl Skeleton via Cascade Annulation of 2-Sulfonamido-N-phenylpropiolamide Derivatives

A cascade annulation of 2-sulfonamido-N-phenylpropiolamide derivatives leading to the construction of the 2-spiropseudoindoxyl skeleton was realized under mild conditions with phenyliodine(III) bis(trifluoroacetate) (PIFA) as the sole oxidant. This metal-

Iodocyclization of n-arylpropynamides mediated by hypervalent iodine reagent: Divergent synthesis of iodinated quinolin-2-ones and spiro[4,5]trienones

PhI(OCOCF3)2 acts as both a nonmetal oxidant and an iodination reagent to trigger iodocyclization of N-arylpropynamides while selectively affording iodinated quinolin-2-ones or the spiro[4,5]trienone skeleton, depending on the substituent pattern. In cases where the Narylpropynamide bears a para-fluorine on the aniline ring, the spiro compound is formed via an exclusive defluorination process; otherwise, the product was quinolin-2-one.

Copper/Nafion-Catalyzed Hydroarylation Process Involving Ketenimine Intermediates: A Novel and Synthetic Approach to 4-Sulfonamidoquinoline-2-ones and Derivatives Thereof

A copper(II)/NafionNR50-catalyzed cascade is demonstrated, wherein in situ keteneimine formation and hydroarylation processes are involved. Various substituted 4-sulfonamidoquinolin-2-ones and various derivatives thereof were obtained. The robust toluenesulfonamide protecting group can be removed on demand in a mild light-promoted process to provide access to otherwise difficult to obtain 4-aminoquinolin-2-ones.

Palladium-catalyzed alcoholysis of 3-iodopropynamides: Selective synthesis of carbamoylacetates

A novel and selective method for the synthesis of carbamoylacetates via the alcoholysis of 3-iodopropynamides has been developed. 3-Iodopropynamides react with alcohols in the presence of palladium(II) acetate and DABCO to afford the corresponding carbamoylacetates in moderate to good yields.