PhI(OAc)₂-mediated trifluoromethylthiolation/oxidative cyclization of ynamides

Abstract

A PhI(OAc)2-mediated trifluoromethylthiolation/oxidative cyclization of ynamides with Shen reagent has been established herein, providing a facile access to CF3S-substituted oxazolidine-2,4-diones bearing a quaternary carbon center in 38~85% yields with chemo-selectivities...

Updates on hypervalent-iodine reagents: metal-free functionalisation of alkenes, alkynes and heterocycles

“…The desired products bearing a quaternary carbon centre were obtained in 38–85% yields with chemoselectivities of up to 99/1 (Scheme 59). 118…”

“…The desired products bearing a quaternary carbon centre were obtained in 38-85% yields with chemoselectivities of up to 99/1 (Scheme 59). 118 In the proposed mechanism, the electrophilic addition of CF 3 S + to alkynamide (93)…”

Applications of Phenyliodine(III)diacetate in C−H Functionalization and Hetero‐Hetero Bond Formations: A Septennial Update

“…Eosin Y was used to carry out the metal-free visible light organo-photoredox activation of PIDA by Yadav et al, and this was employed for the conversion of arylboronic acids (163) to phenols (164) (Scheme 57). [137] The optimized reaction parame- All the reactions went forward effectively with substrates that had electron-donating, electron-withdrawing, and halogen-containing groups.…”

“…Using sodium sulfinates and PIDA, a very effective metalfree decarboxylative sulfonylation methodology was developed by Kuhakarn et al for the production of (E)-vinylsulfones (240) from β-aryl-α,β-unsaturated carboxylic acids (238). [163] This method allowed for the quick and easy synthesis of (E)vinylsulfones with a wide range of functional groups (Scheme 83). It was suggested that this decarboxylative sulfonylation reaction followed a radical-based route.The optimized reaction parameters are: 238(1 equiv.…”