01421nas a2200253 4500008004100000022001400041245017800055210006900233260000900302300001400311490000800325520050500333653000600838653000600844653003500850653003000885653002600915653002000941653001400961653001900975100002200994700002601016856012501042 2021 eng d a1615-415000aVisible-light-induced controlled oxidation of N-substituted 1,2,3,4-tetrahydroisoquinolines for the synthesis of 3,4-dihydroisoquinolin-1(2h)-ones and isoquinolin-1(2H)-ones0 aVisiblelightinduced controlled oxidation of Nsubstituted 1234tet cMAR  a1390-14000 v3633 a

A visible light-rose bengal-TBHP mediated, controlled oxidation of N-substituted 1,2,3,4-tetrahydroisoquinolines is developed for the synthesis of 3,4-dihydroisoquinolin-1(2H)-ones and isoquinolin-1(2H)-ones. The present method feature's a broad substrate scope, good functional group tolerances, and the products were prepared in good to excellent yields. The developed methodology further demonstrated in the synthesis of isoindolo[2,1-b] isoquinolin-5(7H)-one (topoisomerase-I inhibitor).

10a210a310a4-Dihydroisoquinolin-1(2H)-one10a4-tetrahydroisoquinolines10aIsoquinolin-1(2H)-one10aN-substituted 110aOxidation10aPhotocatalysis1 aBansode, Ajay, H.1 aSuryavanshi, Gurunath uhttps://library.ncl.res.in/content/visible-light-induced-controlled-oxidation-n-substituted-1234-tetrahydroisoquinolines01434nas a2200229 4500008004100000022001400041245011900055210006900174260000800243300001200251490000700263520064000270653002000910653001100930653002300941653001600964653001400980100002700994700002201021700002601043856013501069 2025 eng d a0936-521400aHypervalent-iodine-mediated base-free oxidative olefination of benzylic amines to access α,β-unsaturated ketones0 aHypervalentiodinemediated basefree oxidative olefination of benz cAUG a556-5600 v363 a

We report a one-pot base-free protocol for the oxidative olefination of benzylic amines promoted by a hypervalent iodine reagent for the synthesis of alpha,beta-unsaturated ketones. Mechanistically, (diacetoxyiodo)benzene oxidizes the benzylic amine to the corresponding imine, which, on reaction with a phenacyl(triphenyl)phosphonium bromide salt and an in situ generated acetoxy anion leads to an alpha,beta-unsaturated ketone. A wide range of alpha,beta-unsaturated ketones were easily accessed through direct oxidative olefination of substituted benzylic amines in good to excellent yields and with high E -selectivity.

10abenzylic amines10aenones10ahypervalent iodine10aolefination10aOxidation1 aRupanawar, Bapurao, D.1 aBansode, Ajay, H.1 aSuryavanshi, Gurunath uhttps://library.ncl.res.in/content/hypervalent-iodine-mediated-base-free-oxidative-olefination-benzylic-amines-access-%CE%B1%CE%B2