15277-68-6

Upstream product

• 3240-34-4 [bis(acetoxy)iodo]benzene 
• 105-53-3 diethyl malonate 
• 64-17-5 ethanol 

Downstream Products

• 2163-44-2 diethyl 2-cyclohexylmalonate 
• 3092-20-4 diethyl 2-phenylcyclopropane-1,1-dicarboxylate 
• 77094-93-0 2-(4-bromophenyl)cyclopropane-1,1-dicarboxylic acid diethyl ester 
• 74444-83-0 2-(4-chlorophenyl)cyclopropane-1,1-dicarboxylic acid diethyl ester 
• 77871-28-4 1-(m-chlorophenyl)-2,2-bis(ethoxycarbonyl)cyclopropane 
• 77094-96-3 diethyl 2-(2-chlorophenyl)cyclopropane-1,1-dicarboxylate 
• 77094-92-9 2-(4-fluorophenyl)cyclopropane-1,1-dicarboxylic acid diethyl ester 
• 70928-63-1 2-(4-methoxyphenyl)cyclopropane-1,1-dicarboxylic acid diethyl ester 
• 72174-95-9 diethyl 2-(4-methylphenyl)cyclopropane-1,1-dicarboxylate 

Relevant academic research and scientific papers

A sustainable C-H functionalization of indoles, pyrroles and furans under a blue LED with iodonium ylides

Pyrrole and indole derivatives are functionalizedviaa green initiative with the dimethyl malonate derived phenyl iodonium ylide4ain the presence of a blue LEDviaC-H functionalization of the respective heterocycles in methanol to generate the desired compounds5-7in moderate to good yields. Control experiments provide insight into the probable reaction mechanism. Finally, the strategy is successfully applied in the generation of azepino[4,5-b]indole12a/b.

Sc(OTf)3-Catalyzed [3 + 3] Cycloaddition of Cyclopropane 1,1-Diesters with Phthalazinium Dicyanomethanides

The Sc(OTf)3-catalyzed diastereoselective [3 + 3] cycloaddition of phthalazinium dicyanomethanides with cyclopropane 1,1-diesters proceeded smoothly under mild reaction conditions, affording a variety of 3,4-dihydro-1H-pyrido[2,1-a]phthalazine derivatives in up to 99% yields with excellent diastereoselectivities.

General method for the synthesis of phenyliodonium ylides from malonate esters: Easy access to 1,1-cyclopropane diesters

(Chemical Equation Presented) A general method to access phenyliodonium ylides from malonates has been developed. These ylides provide easy access to a variety of useful 1,1-cyclopropane diesters using rhodium or copper catalysis. Moreover, the iodonium ylide of dimethyl malonate was obtained in 78% yield using improved conditions that involve a simple filtration step to isolate the desired product. This ylide was shown to be a safer and convenient alternative to the corresponding diazo compound and a very efficient way to 1,1-cyclopropane diesters when used with a catalytic amount of Rh2(esp)2.