Recent advances in sulfur- and phosphorous-centered radical reactions for the formation of S–C and P–C bonds

An expeditious, highly efficient, catalyst-free and solvent-free synthesis of nitroamines and nitrosulfides by Michael addition

A highly efficient dimethylformamide (DMF)-promoted decarboxylative trifluoromethylation of α,β-unsaturated carboxylic acids with Togni (II) reagent under metal-free conditions has been developed. The reactions showed good yields, high stereoselectivities and excellent functional group tolerance. Mechanistic studies confirmed that free-radical processes were involved in this system since the CF3 radical had been clearly trapped by scavengers. This method has been extended to the denitrative trifluoromethylation of β-nitrostyrenes in the presence of an iron(III) catalyst.

Decarboxylative and Denitrative Trifluoromethylation for the Synthesis of CvinylCF3 Compounds with Togni (II) Reagent

The N -3,5-bis(trifluoromethyl)phenyl thiourea derivative of readily available chiral 1-benzyl-3-aminopyrrolidine was an effective organocatalyst for the asymmetric sulfa-Michael reaction. The adducts of aliphatic thiols to nitro olefins and nitrodienes were formed in good yields and with up to 87% ee in the presence of 2.5 mol % of the organocatalyst.

Organocatalytic asymmetric addition of aliphatic thiols to nitro olefins and nitrodienes

A mild and convenient one-pot two-step synthesis of hydroxy- iminodihydrobenzofurans mediated by silica gel under microwave activation conditions

Straightforward and highly efficient catalyst-free regioselective reaction of thiol to β-nitrostyrene: a concise synthesis of vinyl sulfide and nitro sulfide

Under catalyst-free reaction conditions, solvent-mediated addition of thiol 2 to β-nitrostyrene 1 proceeded with regioselective control to afford either adduct 3 or vinyl sulfide 4 in good to excellent yield. Thermodynamic and autocatalytic reaction mechanisms were proposed to rationalize the products thus formed.

Straightforward and Highly Efficient Catalyst-Free Regioselective Reaction of Thiol to β-Nitrostyrene: A Concise Synthesis of Vinyl Sulfide and Nitro Sulfide.

Yu Hsuan Shin

Papers

Straightforward and highly efficient catalyst-free regioselective reaction of thiol to β-nitrostyrene: a concise synthesis of vinyl sulfide and nitro sulfide

Straightforward and Highly Efficient Catalyst-Free Regioselective Reaction of Thiol to β-Nitrostyrene: A Concise Synthesis of Vinyl Sulfide and Nitro Sulfide.