In this article, new metal-mediated cyclization and reductive coupling reactions of bicyclic olefins with alkynes are described. Oxabicyclic alkenes undergo cyclization with alkyl propiolates at 80 °C catalyzed by nickel complexes to give benzocoumarin derivatives in high yields. The reaction of bicyclic alkenes (oxaand azacyclic alkenes) with alkyl propiolates at room temperature in the presen...

7-Hydroxycoumarine undergoes a smooth reaction with alkyl propiolates in the presence of triphenylphosphine (15 mol%) to produce the corresponding alkyl (E)-3-((2-oxo-2H-chromen- 7-yl)oxy)acrylate in good yields. When the reaction was performed by 3-hydroxyquinoline similar alkyl acrylates were obtained.

7-hydroxy coumarin undergoes neutral conditions with alkyl propiolates in the presence of triphenylphosphine, and bysubstituation the corresponding aryl vinyl ethers was obtained in good yields

5- hydroxyisoquinoline undergoes a smooth reaction with alkyl propiolates in the presence of triphenylphosphine (15 mol%) to produce the corresponding (E)-alkyl 3-(isoquinolin-5-yloxy) acrylate in good yields. When the reaction was performed by 2-methyl 4-hydroxyquinoline and 3-nitro 4-hydroxypyridine, similar aryl vinyl ethers were obtained.

Ambiphilic allenes are generated by an organocatalyzed domino reaction of alkyl propiolates and aromatic 1,2-diketones; in the absence of any external chemical agent, these allenes perform a thermally-driven dimerization reaction to generate the corresponding fully-substituted cyclobutanes in a regio- and highly stereoselective manner.

4-Hydroxyquinazoline undergoes neutral conditions with alkyl propiolates in the presence of triphenylphosphine (0.26g), and by α substituation the corresponding  2-(4-oxoquinazolin-3(4H)-yl acrylate was obtained in good yields.

A metal-free chemodifferentiating A2BB' 4CR manifold for the modular synthesis of tertiary skipped diynes is described. The manifold performs a triethylamine triggered reaction of alkyl propiolates and acid chlorides to assemble two units of each component in the form of two propargylic alkynoates, a tertiary alcohol, and an ester. A differentiated incorporation of the two acid chloride compone...

A novel, convenient and efficient approach to synthesis of pyrrole derivatives via the reaction of primary amines, alkyl propiolates and oxalyl chloride is described. The method offers several advantages including high yields of products and performing reaction in water as the solvent. 

A water-accelerated multi-component synthesis of organic target molecules was used as a key method for the preparation of cyclopentadiene derivatives. The three-component condensation reactions of primary amines with alkyl propiolates in the presence of N-methylimidazole in water at room temperature were developed as efficient and clean green synthetic procedures for the high-yielding preparati...