1379474-24-4

Upstream product

• 533-58-4 2-Iodophenol 
• 69180-49-0 1-diacetoxy-2-methoxyphenyl-λ³-iodane 
• 108-59-8 malonic acid dimethyl ester 
• 529-28-2 4-iodoanisol 

Downstream Products

• 83759-89-1 2-pyridinium bis(methoxycarbonyl)methylide 
• 3709-20-4 dimethyl 2-phenyl-1,1-cyclopropanedicarboxylate 
• 17870-64-3 quinolinium bis(methoxycarbonyl)methylide 
• 127604-92-6 dimethyl 2-(4-chlorophenyl)cyclopropane-1,1-dicarboxylate 
• 75073-97-1 dimethyl 2-(4-methoxyphenyl)cyclopropane-1,1-dicarboxylate 
• 132145-64-3 dimethyl 2-(p-methylphenyl)cyclopropane-1,1-dicarboxylate 
• 1379474-28-8 dimethyl 2-(3-methylphenyl)cyclopropane-1,1-dicarboxylate 
• 38323-08-9 dimethyl (2RS,3SR)-2-methyl-3-phenylcyclopropane-1,1-dicarboxylate 
• 904294-15-1 2‐(4-fluorophenyl)cyclopropane-1,1-dicarboxylic acid dimethyl ester 
• 851293-09-9 dimethyl 2-(4-bromophenyl)cyclopropane-1,1-dicarboxylate 
• 38323-08-9 dimethyl (2SR,3SR)-2-methyl-3-phenylcyclopropane-1,1-dicarboxylate 
• 24420-59-5 methyl phenyl sulfonium bismethoxycarbonylmethylide 
• 24420-61-9 diphenylsulfoxonium bis(methoxycarbonyl)methylide 
• 1110700-55-4 dimethyl 2-(2-bromophenyl)cyclopropane-1,1-dicarboxylate 

Relevant academic research and scientific papers

Blue LED Irradiation of Iodonium Ylides Gives Diradical Intermediates for Efficient Metal-free Cyclopropanation with Alkenes

A facile and highly chemoselective synthesis of doubly activated cyclopropanes is reported where mixtures of alkenes and β-dicarbonyl-derived iodonium ylides are irradiated with light from blue LEDs. This metal-free synthesis gives cyclopropanes in yields

Generation of Aryl Radicals through Reduction of Hypervalent Iodine(III) Compounds with TEMPONa: Radical Alkene Oxyarylation

A novel method for selective generation of aryl radicals from diaryliodonium salts and iodanylidene malonates with sodium 2,2,6,6-tetramethylpiperidine-1-oxyl (TEMPONa) as a single-electron transfer (SET) reducing reagent is described. In the presence of various alkenes, aryl radicals formed after SET-reduction of hypervalent iodine compounds undergo alkene addition and the adduct radicals that are thus generated are efficiently trapped by the concomitantly generated TEMPO radical to eventually afford oxyarylated products in moderate to very good yields. The efficiency of aryl radical generation of various iodine(III) reagents is studied and the generation of an iodanylidene malonate aryl radical is also investigated by computational methods.

Design, preparation, X-ray crystal structure, and reactivity of o-alkoxyphenyliodonium bis(methoxycarbonyl)methanide, a highly soluble carbene precursor

The preparation, X-ray structure, and reactivity of new, highly soluble, and reactive iodonium ylides derived from malonate methyl ester and bearing an ortho substituent on the phenyl ring are reported. These new reagents show higher reactivity than common phenyliodonium ylides in the Rh-catalyzed cyclopropanation, C-H insertion, and transylidation reactions under homogeneous conditions.