@article {48042, title = {Metal- and light-free direct C-3 ketoalkylation of quinoxalin-2(1H)-ones with cyclopropanols in aqueous medium}, journal = {ChemistrySelect}, volume = {7}, year = {2022}, month = {OCT}, pages = {e202203597}, type = {Article}, abstract = {

Direct oxidative C-3 ketoalkylation of quinoxalin-2(1H)-ones with cyclopropanols using ammonium persulfate in an aqueous medium has been achieved in a moderate to good yield. The reaction does not require metals, light-source, or catalysts to facilitate the reaction and could be efficiently utilized to construct a wide range of biologically relevant 3-ketoalkylated quinoxalin-2(1H)-ones.

}, keywords = {aqueous medium, cyclopropanols, ketoalkylation, metal-free, quinoxalin-2(1H)-ones}, issn = {2365-6549}, doi = {10.1002/slct.202203597}, author = {More, Devidas A. and Mujahid, M. and Muthukrishnan, M.} } @article {47997, title = {Metal-free aminocarbonylation of p-quinone methides with isocyanides: synthesis of sterically hindered alpha-arylated acetamides}, journal = {Chemistry-an Asian Journal}, volume = {17}, year = {2022}, month = {OCT}, pages = {e202200642}, type = {Article}, abstract = {

The synthesis of sterically hindered alpha-arylated acetamides generally requires a multistep reaction sequence and is also difficult to access due to steric constraints. This protocol allows the synthesis of sterically hindered alpha-arylated acetamides in moderate to high yields via 1,6-addition of isocyanides to p-quinone methides in the presence of BF3 center dot OEt2. The present transformation features transition metal-free conditions, avoiding the use of toxic carbon monoxide, broad substrate scope, mild reaction conditions, and operational simplicity.

}, keywords = {Aminocarbonylation, Isocyanide, p-Quinone methide, Sterically Hindered alpha-Arylated Acetamides}, issn = {1861-4728}, doi = {10.1002/asia.202200642}, author = {Shirsath, Sachin R. and More, Devidas A. and Muthukrishnan, M.} } @article {48698, title = {Metal- and photocatalyst-free, visible-light-initiated C3 a-aminomethylation of quinoxalin-2(1H)-ones via electron donor-acceptor complexes}, journal = {Journal of Organic Chemistry}, volume = {88}, year = {2023}, month = {AUG }, pages = {13339-13350}, type = {Article}, abstract = {

We report a metal- and photocatalyst-free C3 a-aminomethylation of quinoxalin-2(1H)-ones with N-alkyl-N-methylanilines. The reaction proceeds through the formation of a photoactivated electron donor-acceptor complex between quinoxalin-2(1H)-ones and N-alkyl-N-methylanilines. The present method provides a mild and environmentally friendly protocol that exhibits good atom economy and excellent functional group tolerance to obtain a library of biologically significant C3 a-aminomethylated quinoxalin-2(1H)-ones in good yields.

}, issn = {0022-3263}, doi = {10.1021/acs.joc.3c01249}, author = {More, Devidas A. and Shirsath, Sachin R. and Muthukrishnan, M.} } @article {49399, title = {Manganese-mediated cascade radical oxidative cyclization/1,6-conjugate addition of unsaturated oximes with p-quinone methides: facile access to β,β-diarylmethine substituted isoxazolines}, journal = {Chemistry-An Asian Journal}, volume = {20}, year = {2025}, month = {JAN}, type = {Article}, abstract = {

A simple and efficient strategy for the synthesis of structurally diverse beta,beta-diarylmethine substituted isoxazoline derivatives have been developed. This approach employs a manganese-promoted oxidative cyclization coupled with a 1,6-conjugate addition of unsaturated oximes to p-quinone methides. The key features of this study include the formation of C-O and C-C bonds through intramolecular and intermolecular interactions, facilitated by in situ generated iminoxyl radicals. beta,beta-diarylmethine substituted isoxazolines, bearing a wide range of functional groups, were isolated in high yields.

}, keywords = {p-Quinone methide, diarylmethine substituted isoxazolines, Iminoxy radical, Manganese catalyzed}, issn = {1861-4728}, doi = {10.1002/asia.202401079}, author = {Vara, Vijay and Thete, Kishor R. and Ghotekar, Ganesh S. and Muthukrishnan, M.} }