@article {46309, title = {New enantioselective synthesis of antiobesity drug lorcaserin}, journal = {New Journal of Chemistry}, volume = {43}, year = {2019}, month = {NOV }, pages = {16876-16880}, type = {Article}, abstract = {

A simple and efficient enantioselective synthesis of anti-obesity drug lorcaerin starting from easily accessible 3-chlorostyrene oxide has been described for the first time employing hydrolytic kinetic resolution as a source of chirality. The protocol might also be useful in the synthesis of structural variants of lorcaserin.

}, issn = {1144-0546}, doi = {10.1039/c9nj04234b}, author = {Ghotekar, Ganesh S. and More, Devidas A. and Nalla, Viswanadh and Muthukrishnan, M.} } @article {46349, title = {Oxone promoted dehydrogenative Povarov cyclization of N-aryl glycine derivatives: an approach towards quinoline fused lactones and lactams}, journal = {RSC Advances}, volume = {9}, year = {2019}, month = {SEP }, pages = {30277-30291}, type = {Article}, abstract = {

Oxone promoted intramolecular dehydrogenative imino Diels-Alder reaction (Povarov cyclization) of alkyne tethered N-aryl glycine esters and amides has been explored, thus affording biologically significant quinoline fused lactones and lactams. The reaction is simple, scalable, and high yielding (up to 88\%). The method was further extended to prepare biologically important luotonin-A analogues and the quinoline core of uncialamycin.

}, doi = {10.1039/c9ra06212b}, author = {More, Devidas A. and Shinde, Ganesh H. and Shaikh, Aslam C. and Muthukrishnan, M.} } @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 {48685, title = {BF3.Et2O-catalyzed selective C-4 alkylation of isoquinolin1(2H)-ones employing p-quinone methides}, journal = {Chemistry-an Asian Journal}, volume = {18}, year = {2023}, month = {Sep}, type = {Article}, abstract = {

The direct C-4 alkylation of isoquinolin-1(2H)-one moiety is a challenging transformation in organic synthesis. Here we present a practical and efficient synthesis of C-4 alkylated isoquinolin-1(2H)-ones through conjugate addition of isoquinolin-1(2H)-ones to p-quinone methides for the first time. The process is facilitated by Lewis acid catalysis and this operationally straightforward, mild, metal-free and one-pot transformation provides a wide range of C-4 alkylated isoquinolin-1(2H)ones at ambient temperature in good to excellent yields.

}, issn = {1861-4728}, doi = {10.1002/asia.202300546}, author = {More, Devidas A. and Ghotekar, Ganesh S. 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.} }