54156-85-3

Upstream product

• 54156-81-9 4-methoxycarbonyl-2H-1-benzopyran-3(4H)-one 
• 34757-14-7 methyl 2-diazopropanoate 
• 5661-50-7 N-(phenoxy)acetamide 
• 5101-44-0 2-ethynyl-phenol 
• 727665-48-7 2-[2-(tetrahydropyran-2-yloxy)phenyl]propenal 
• 1745-81-9 o-Allylphenol 
• 34708-50-4 2-(2-allylphenoxy)tetrahydropyran 
• 187472-98-6 methyl 2-[2-(tetrahydropyran-2-yloxy)-phenyl]-acrylate 
• 198758-75-7 2-(2-Ethynyl-phenoxy)-2-methoxy-5,5-dimethyl-2,5-dihydro-[1,3,4]oxadiazole 

Downstream Products

• 54493-89-9 Methyl-2-(o-hydroxyphenyl)-propanoat 
• 54493-88-8 methyl 2-(2-methoxyphenyl)prop-2-enoate 

Relevant academic research and scientific papers

Rhodium(III)-catalyzed ortho alkenylation of n-phenoxyacetamides with n-tosylhydrazones or diazoesters through C-H activation

A coupling reaction of N-phenoxyacetamides with N-tosylhydrazones or diazoesters through RhIII-catalyzed C-H activation is reported. In this reaction, ortho-alkenyl phenols were obtained in good yields and with excellent regio- and stereoselectivity. Rh-c

Dibromomethane as one-carbon source in organic synthesis: A versatile methodology to prepare the cyclic and acyclic α-methylene or α-keto acid derivatives from the corresponding terminal alkenes

Ozonolysis of mono-substituted alkenes A-1 followed by reacting with a preheated mixture of CH2Br2-Et2NH affords α-substituted acroleins A-2 in good yields. Under very mild reaction conditions, these α-substituted acroleins A-2 can be easily converted to α-methylene esters A-4, which could be further converted to the corresponding α-keto esters A-5. This methodology can be also applied to the preparation of α-methylene lactones B-4, α-methylene lactams, and α-keto lactones B-5 with various ring sizes.

Reactions of alkoxyaryloxycarbenes with tethered triple bonds: A new synthesis of substituted benzofurans

Cyclic 3-alkoxy-3-aryloxyvinylcarbenes can be generated by a highly exo-selective intramolecular cyclization of a dioxycarbene onto a tethered triple bond. Like their dialkoxy counterparts, the 3-alkoxy-3-aryloxyvinylcarbene intermediates are capable of interesting reactions. In contrast to 3,3-dialkoxyvinylcarbenes, which undergo a formal [3+2] cycloaddition with highly electron-deficient olefins such as benzylidenemalononitrile, 3-alkoxy-3-aryloxyvinylcarbenes undergo a highly diastereoselective [1+2] cycloaddition with benzylidenemalononitrile to give cyclopropylketene acetals. At high temperatures, those cyclopropylketene acetals undergo a clean vinylcyclopropane rearrangement in which the stereochemical integrity of the cyclopropane is retained.