1210812-23-9Relevant articles and documents
Synthesis of heteroaryl containing sulfides via enaminone ligand assisted, copper-catalyzed C-S coupling reactions of heteroaryl thiols and aryl halides
Liu, Yunyun,Huang, Bin,Cao, Xiaoji,Wu, Dan,Wan, Jie-Ping
, p. 37733 - 37737 (2014/11/07)
The C-S cross coupling reactions between electron deficient heteroaryl thiols and aryl halides have been smoothly performed to provide various heteroaryl containing sulfides in the presence of copper catalyst and enaminone ligand. the Partner Organisations 2014.
Ionic liquid as base and phase transfer agent: A green protocol for the synthesis of diaryl sulphides in water
Kundu, Debasish,Ranu, Brindaban C.
, p. 1761 - 1765 (2014/01/17)
A basic ionic liquid, 1-methyl-3-butylimidazolium hydroxide, [BMIm]OH, acts as a base and phase transfer agent in the copper-catalysed ligand free S-arylation in water. A variety of iodo and bromoaryl compounds undergo coupling with aryl and heteroaryl thiols in presence of this ionic liquid in water to provide the corresponding diaryl/aryl-heteroaryl sulfides. The use of benign [BMIm]OH and water as reaction medium makes this procedure greener and cost effective.
2-pyridyl sulfoxide: A versatile and removable directing group for the PdII-catalyzed direct C-H olefination of arenes
Garcia-Rubia, Alfonso,Fernandez-Ibanez, M. Ungeles,Gomez Arrayas, Ramon,Carretero, Juan Carlos
supporting information; experimental part, p. 3567 - 3570 (2011/05/12)
Removable and versatile: The 2-pyridylsulfinyl group has proved to be an efficient directing group in the PdII-catalyzed aryl ortho C-H olefination. This catalyst system enables the sequential double olefination to give asymmetrically di-ortho-functionalized arenes. The sulfinyl directing group can be easily cleaved, providing access to 1,3-disubstituted arenes, or transformed into a thiol group.
Recyclable heterogeneous supported copper-catalyzed coupling of thiols with aryl halides: base-controlled differential arylthiolation of bromoiodobenzenes
Bhadra, Sukalyan,Sreedhar, Bojja,Ranu, Brindaban C.
experimental part, p. 2369 - 2378 (2009/12/28)
Alumina-supported copper sulfate efficiently catalyzes the 5-arylation of aromatic, heteroaromatic and aliphatic thiols with aryl as well as heteroaryl halides under aerobic, ligand-free conditions. This protocol provides an easy access to a variety of thioethers as well as unsymmetrical bis-thioethers by base-controlled differential coupling of thiols with iodo- and bromo-substituents in an aromatic halide. The catalyst is inexpensive, non-air sensitive, environmentally friendly and recyclable.
Green chemical synthesis of 2-benzenesulfonyl-pyridine and related derivatives
Trankle, William G.,Kopach, Michael E.
supporting information, p. 913 - 917 (2012/12/30)
A practical synthesis of 2-benzenesulfonylpyridine, 1, is described which is a key starting material for the manufacture of an investigational new drug candidate at Eli Lilly and Company. An optimized green chemical process was developed which features a novel tandem SNAr/oxidation under mild conditions to produce the target sulfone, 1, in 86% yield and>99% purity. In addition, this novel, environmentally friendly methodology was found to be general for the synthesis of substituted aromatic pyridyl sulfides and sulfones.