A General and Efficient Method for the Selective Synthesis of β-Hydroxy Sulfides and β-Hydroxy Sulfoxides Catalyzed by Gallium(III) Triflate

Gallium(III) triflate-catalyzed ring opening of epoxides affords β-hydroxy sulfides with high regioselectivity and chemoselectivity in high yields (84−97%) under solvent-free conditions. Additionally, a simple, efficient, and environmentally benign one-pot procedure for the synthesis of β-hydroxy sulfoxides in sole water has been developed for the first time. The process, promoted by a H2O2−Ga(OTf)3 system, affords β-hydroxy sulfoxides in high yields (81−94%) and high chemoselectivity without any detectable overoxidation to β-hydroxy sulfones. The catalyst could be recovered easily after the reactions and reused without evident loss of activity

A General and Efficient Method for the Selective Synthesis of β-Hydroxy Sulfides and β-Hydroxy Sulfoxides Catalyzed by Gallium(III) Triflate

Gallium(III) triflate-catalyzed ring opening of epoxides affords β-hydroxy sulfides with high regioselectivity and chemoselectivity in high yields (84−97%) under solvent-free conditions. Additionally, a simple, efficient, and environmentally benign one-pot procedure for the synthesis of β-hydroxy sulfoxides in sole water has been developed for the first time. The process, promoted by a H2O2−Ga(OTf)3 system, affords β-hydroxy sulfoxides in high yields (81−94%) and high chemoselectivity without any detectable overoxidation to β-hydroxy sulfones. The catalyst could be recovered easily after the reactions and reused without evident loss of activity

A General and Efficient Method for the Selective Synthesis of β-Hydroxy Sulfides and β-Hydroxy Sulfoxides Catalyzed by Gallium(III) Triflate

Gallium(III) triflate-catalyzed ring opening of epoxides affords β-hydroxy sulfides with high regioselectivity and chemoselectivity in high yields (84−97%) under solvent-free conditions. Additionally, a simple, efficient, and environmentally benign one-pot procedure for the synthesis of β-hydroxy sulfoxides in sole water has been developed for the first time. The process, promoted by a H2O2−Ga(OTf)3 system, affords β-hydroxy sulfoxides in high yields (81−94%) and high chemoselectivity without any detectable overoxidation to β-hydroxy sulfones. The catalyst could be recovered easily after the reactions and reused without evident loss of activity

Synthesis of 3‑HCF₂S‑Chromones through Tandem Oxa-Michael Addition and Oxidative Difluoromethylthiolation

A simple protocol for the synthesis of difluoromethylthiolated chromen-4-ones using elemental sulfur and ClCF2CO2Na as the difluoromethylthiolating agent is described. Three-component reactions of 2′-hydroxychalcones, ClCF2CO2Na, and sulfur under basic conditions using TEMPO as the oxidant afforded HCF2S-containing 4H-chromen-4-one and 9H-thieno­[3,2-b]­chromen-9-one derivatives in good yield. The protocol is practical and efficient, and the starting materials are cheap and readily available

A General and Efficient Method for the Selective Synthesis of β-Hydroxy Sulfides and β-Hydroxy Sulfoxides Catalyzed by Gallium(III) Triflate

Gallium(III) triflate-catalyzed ring opening of epoxides affords β-hydroxy sulfides with high regioselectivity and chemoselectivity in high yields (84−97%) under solvent-free conditions. Additionally, a simple, efficient, and environmentally benign one-pot procedure for the synthesis of β-hydroxy sulfoxides in sole water has been developed for the first time. The process, promoted by a H2O2−Ga(OTf)3 system, affords β-hydroxy sulfoxides in high yields (81−94%) and high chemoselectivity without any detectable overoxidation to β-hydroxy sulfones. The catalyst could be recovered easily after the reactions and reused without evident loss of activity

Construction of Heterobiaryl Skeletons through Pd-Catalyzed Cross-Coupling of Nitroarenes and Heterocyclic Arylborononate Esters with a Sterically Demanding NHC Ligand

The palladium-catalyzed Suzuki–Miyaura cross-couplings of nitroarenes and heteroarylboronate esters has been developed. A number of heterobiaryl compounds containing pyridine, pyrimidine, quinoline, furan, thiophene, and pyrazole were prepared using [Pd(cinnamyl)Cl]2/2-aryl-5-(2,4,6-triisopropylphenyl)-2,3-imidazolylidene[1,5-a]pyridines as the catalysts in good to excellent yields. The synthetic practicality of this approach is demonstrated through the synthesis of druglike molecules

Palladium-Catalyzed Sequential Heteroarylation/Acylation Reactions of Iodobenzenes: Synthesis of Functionalized Benzo[<i>d</i>]oxazoles

We report an efficient palladium-catalyzed approach to the synthesis of benzoxazole derivatives via sequential heteroarylation/acylation reaction of iodobenzenes. Three readily available starting materials, iodobenzenes, anhydrides, and benzoxazoles, were smoothly coupled to form new C–C bonds at the ortho and ipso positions of the iodobenzenes to afford 2-heteroaryl-3-acylbenzene derivatives in good yields

Palladium-Catalyzed Sequential Heteroarylation/Acylation Reactions of Iodobenzenes: Synthesis of Functionalized Benzo[<i>d</i>]oxazoles

We report an efficient palladium-catalyzed approach to the synthesis of benzoxazole derivatives via sequential heteroarylation/acylation reaction of iodobenzenes. Three readily available starting materials, iodobenzenes, anhydrides, and benzoxazoles, were smoothly coupled to form new C–C bonds at the <i>ortho</i> and <i>ipso</i> positions of the iodobenzenes to afford 2-heteroaryl-3-acylbenzene derivatives in good yields

Efficient Approach to Mesoionic Triazolo[5,1‑<i>a</i>]isoquinolium through Rhodium-Catalyzed Annulation of Triazoles and Internal Alkynes

Rhodium-catalyzed annulation reactions between triazoles and internal alkynes, leading to various mesoionic isoquinoliums, are described. The reaction involves sequential triazole-directed C–H activation and C–C, C–N, and C–O bond formation processes in a one-pot manner. The starting materials and catalysts are easily available. The reaction offers a facile and practical approach to mesoionic isoquinolium derivatives