01098nas a2200157 4500008004100000245014400041210006900185260000800254300001400262490000700276520046300283100002200746700001700768700002400785856013100809 2017 eng d00aSynthesis of o-methyl trifluoromethyl sulfide substituted benzophenones via 1,2-difunctionalization of aryne by insertion into the C-C bond0 aSynthesis of omethyl trifluoromethyl sulfide substituted benzoph cAPR a2134-21370 v193 aAn efficient process for the preparation of valuable o-methyl trifluoromethyi sulfide substituted benzopheriones has been developed. The transition-metal-free method features insertion of aryne into a C-C sigma-bond under mild reaction conditions for the first time to achieve ortho-difunctionalized arenes containing a pharmaceutically important trifluoromethylthio functional group. A wide substrate, scope has been demonstrated for the developed protocol.1 aAhire, Milind, M.1 aKhan, Ruhima1 aMhaske, Santosh, B. uhttps://library.ncl.res.in/content/synthesis-o-methyl-trifluoromethyl-sulfide-substituted-benzophenones-12-difunctionalization01121nas a2200145 4500008004100000245012900041210006900170260000800239300001600247490000600263520053500269100002200804700002400826856012500850 2017 eng d00aSynthesis of succinimide derivatives by NHC-catalyzed stetter reaction of aromatic aldehydes with N-substituted itaconimides0 aSynthesis of succinimide derivatives by NHCcatalyzed stetter rea cOCT a6598–66040 v23 a

An N-heterocyclic carbene-catalyzed intermolecular Stetter reaction of aromatic aldehydes with N-substituted itaconimides has been developed. A delicate balance between the Stetter reaction and the competing isomerization of the itaconimide double bond has been achieved in this operationally simple reaction to afford valuable new succinimide derivatives containing 1,4 and 1,5 dicarbonyl scaffolds in good to excellent yields. The reaction tolerates variable substituents on both aldehydes and N-substituted itaconimides.

1 aAhire, Milind, M.1 aMhaske, Santosh, B. uhttps://library.ncl.res.in/content/synthesis-succinimide-derivatives-nhc-catalyzed-stetter-reaction-aromatic-aldehydes-n01754nas a2200181 4500008004100000245014100041210006900182260000800251300001400259490000700273520105300280100002201333700002001355700002401375700002401399700002401423856012501447 2019 eng d00aStereoselective construction of deoxy-cruciferane alkaloids by NHC-catalyzed intramolecular annulation of homoenolate with quinazolinone0 aStereoselective construction of deoxycruciferane alkaloids by NH cAUG a7135-71390 v173 a

Chiral N-heterocyclic carbene (NHC)-catalyzed intramolecular [3 + 2] annulation of enals with an unactivated imine moiety of quinazolinone via formal homoenolate cycloaddition has been demonstrated. It is an excellent approach for stereoselective syntheses of deoxy-cruciferane alkaloids comprising a biologically important pyrroloindoline scaffold. Notably, this is the first report on the NHC-catalyzed asymmetric intramolecular homoenolate annulation with cyclic N-acyl amidine.

1 aAhire, Milind, M.1 aPol, Mahesh, D.1 aKavale, Dattatry, S1 aGonnade, Rajesh, G.1 aMhaske, Santosh, B. uhttps://library.ncl.res.in/content/stereoselective-construction-deoxy-cruciferane-alkaloids-nhc-catalyzed-intramolecular