70982-94-4

Upstream product

• 492-38-6 2-phenylacrylic acid 
• 501-65-5 diphenyl acetylene 
• 36122-35-7 2-phenylmaleic anhydride 
• 16110-98-8 (Z)-2-phenylbut-2-enedioic acid 
• 253284-51-4 (Z)-3-Iodo-2-phenyl-propenal 
• 87295-65-6 C₉H₈MgO 
• 70396-10-0 (Z)-3-iodo-2-phenyl-prop-2-en-1-ol 
• 212315-75-8 methyl (Z)-3-iodo-2-phenyl-2-propenoate 

Relevant academic research and scientific papers

Rhodium(III)-catalysed decarbonylative coupling of maleic anhydrides with alkynes

A formal [5 - 1 + 2] annulation for the preparation of substituted α-pyrones is reported. The reaction involves the decarbonylative coupling of substituted maleic anhydrides with internal alkynes in the presence of a rhodium(III) catalyst and a copper(II)

Electrochemistry-Enabled Ir-Catalyzed Vinylic C-H Functionalization

Synergistic use of electrochemistry and organometallic catalysis has emerged as a powerful tool for site-selective C-H functionalization, yet this type of transformation has thus far mainly been limited to arene C-H functionalization. Herein, we report the development of electrochemical vinylic C-H functionalization of acrylic acids with alkynes. In this reaction an iridium catalyst enables C-H/O-H functionalization for alkyne annulation, affording α-pyrones with good to excellent yields in an undivided cell. Preliminary mechanistic studies show that anodic oxidation is crucial for releasing the product and regeneration of an Ir(III) intermediate from a diene-Ir(I) complex, which is a coordinatively saturated, 18-electron complex. Importantly, common chemical oxidants such as Ag(I) or Cu(II) did not give significant amounts of the desired product in the absence of electrical current under otherwise identical conditions.

Oxidative Annulation of Arenecarboxylic and Acrylic Acids with Alkynes under Ambient Conditions Catalyzed by an Electron-Deficient Rhodium(III) Complex

It has been established that an electron-deficient CpErhodium(III) complex catalyzes the oxidative [4+2] annulation of substituted arenecarboxylic and acrylic acids with alkynes under ambient conditions (at RT–40 °C, under air) without using excess amounts of substrates to produce the corresponding substituted isocoumarins and α-pyrones in high yields. Minor modification of reaction conditions depending on the coordination ability of alkynes realized the high efficiency.

Rhodium-catalyzed decarboxylative and dehydrogenative coupling of maleic acids with alkynes and alkenes

The dehydrogenative coupling of maleic acids with alkynes proceeds smoothly accompanied by decarboxylation under rhodium catalysis to produce variously substituted α-pyrone derivatives. The catalyst system is also applicable to the coupling with 1,3-diyne

Synthesis of functionalized α-pyrone and butenolide derivatives by rhodium-catalyzed oxidative coupling of substituted acrylic acids with alkynes and alkenes

(Chemical Equation Presented) The straightforward and efficient synthesis of α-pyrone and butenolide derivatives has been achieved by the rhodium-catalyzed oxidative coupling reactions of substituted acrylic acids with alkynes and alkenes, respectively. Some α-pyrones obtained exhibit solid-state fluorescence.

Synthesis of isocoumarins and α-pyrones via palladium-catalyzed annulation of internal alkynes

A number of 3,4-disubstituted isocoumarins and polysubstituted α- pyrones have been prepared in good yields by treating halogen- or triflate- containing aromatic and α,β-unsaturated esters, respectively, with internal alkynes in the presence of a palladiu