112863-50-0Relevant articles and documents
Photochemically induced radical alkenylation of C(sp3)-H bonds
Amaoka, Yuuki,Nagatomo, Masanori,Watanabe, Mizuki,Tao, Keisuke,Kamijo, Shin,Inoue, Masayuki
, p. 4339 - 4345 (2014)
The direct alkenylation of C(sp3)-H bonds was achieved by employing benzophenone and 1,2-bis(phenylsulfonyl)ethylene under photo-irradiation conditions. This simple metal-free reaction enables the substitution of heteroatom-substituted methine, methylene and aliphatic C(sp3)-H bonds by (E)-sulfonylalkene units in a highly chemoselective manner. The derived sulfonylalkenes were further converted in a single step to the prenyl derivatives via a second photo-induced radical substitution and to the pyrrole derivatives via cyclization and aromatization steps. The present protocol thus serves as an efficient method for the direct extension of carbon skeletons for the synthesis of structurally complex natural products and pharmaceuticals. This journal is
Palladium/Light induced radical alkenylation and allylation of alkyl iodides using alkenyl and allylic sulfones
Sumino, Shuhei,Uno, Misae,Huang, Hsin-Ju,Wu, Yen-Ku,Ryu, Ilhyong
supporting information, p. 1078 - 1081 (2018/02/23)
Alkenylation and allylation of alkyl iodides with alkenyl and allyl sulfones, respectively, took place under Pd/photoirradiation system. The initial alkyl radical, derived from a single electron transfer between Pd(0) and RI, underwent the title transformations. Pd(0) was regenerated through a reductive elimination of PhSO2PdI, which is formed by the combination of the sulfonyl radical and the palladium radical. The addition of water was effective, presumably by pushing the equilibrium through hydrolysis of PhSO2I.
Radical-mediated thiodesulfonylation of the vinyl sulfones: access to (α-fluoro)vinyl sulfides
Sacasa, Pablo R.,Zayas, Jessica,Wnuk, Stanislaw F.
scheme or table, p. 5424 - 5427 (2009/12/06)
Radical-mediated thiodesulfonylation of the vinyl and (α-fluoro)vinyl sulfones, derived from aldehydes and ketones, with aryl thiols in organic or aqueous medium provided access to vinyl and (α-fluoro)vinyl sulfides. The vinyl sulfides were formed predominantly with E stereochemistry independent of the stereochemistry of the starting vinyl sulfones.