In an article, author is Millward, Makenzie J., once mentioned the application of 123-06-8, HPLC of Formula: C6H6N2O, Name is Ethoxymethylenemalononitrile, molecular formula is C6H6N2O, molecular weight is 122.1246, MDL number is MFCD00001854, category is nitriles-buliding-blocks. Now introduce a scientific discovery about this category.
Hydantoin-bridged medium ring scaffolds by migratory insertion of urea-tethered nitrile anions into aromatic C-N bonds
Bicyclic or tricyclic nitrogen-containing heterocyclic scaffolds were constructed rapidly by intramolecular nucleophilic aromatic substitution of metallated nitriles tethered by a urea linkage to a series of electronically unactivated heterocyclic precursors. The substitution reaction constitutes a ring expansion, enabled by the conformationally constrained tether between the nitrile and the heterocycle. Attack of the metallated urea leaving group on the nitrile generates a hydantoin that bridges the polycyclic products. X-ray crystallography reveals ring-dependant strain within the hydantoin.
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