Nambo, Masakazu; Ghosh, Koushik; Yim, Jacky C.-H.; Tahara, Yasuyo; Inai, Naoto; Yanai, Takeshi; Crudden, Cathleen M. published their research in ACS Catalysis on August 5 ,2022. The article was titled 《Desulfonylative Coupling of Alkylsulfones with gem-Difluoroalkenes by Visible-Light Photoredox Catalysis》.Computed Properties of C5H3ClOS The article contains the following contents:
The desulfonylative radical addition of tertiary alkyl groups I [R1 = 2-phenylethyl, 1,3-dioxolan-2-ylmethyl, prop-2-en-1-yl, etc. R2 = Me, 3-chloropropyl, 2-(tert-butoxy)-2-oxoethyl, etc.; R1 = R2 = -(CH2)5-, -(CH2)2O(CH2)2-, 2,3-dihydro-1H-inden-2-ylidene; R3 = H, Me] to gem-difluoroalkenes F2C=CHR4 (R4 = 4-(4-chlorophenyl)phenyl, naphthalen-2-yl, 1-benzothiophen-3-yl, etc.) by photoredox Ir-catalyst was described. This method exhibits broad substrate scope, affording structurally diverse (E)-fluoroalkene derivatives (R1)(R2)R3CC(F)=CHR4 in a highly stereoselective manner. The resulting (E)-fluoroalkenes were converted into complex fused cyclic compounds e.g., II by intramol. cyclization reactions. Control experiments and theor. calculations are consistent with a single Ir catalyst playing the dual role of generating radical species from sulfones via single electron transfer and mediating Z/E isomerization via energy transfer. A subset of fluoroalkenes provided Z stereoisomers with <90% selectivity, but the same alkenes could also be obtained as E isomers (R1)(R2)R3CC(F)=CHR4 (R1 = 2-phenylethyl, R2 = R3 = Me, R4 = m-OMe, m-Br, p-Me.) with high selectivity by taking advantage of a secondary Z to E photoisomerization. The experimental process involved the reaction of 5-Chlorothiophene-3-carbaldehyde(cas: 36155-85-8Computed Properties of C5H3ClOS)
5-Chlorothiophene-3-carbaldehyde(cas: 36155-85-8) is a member of organic chlorides. Organic chlorides are compounds containing a carbon-chlorine bond, which are widely used in the oil field as a wax dissolver. They are generally not present in crude oils and are typically the result of additives, cleaning solutions or chemicals used for oil recovery.Computed Properties of C5H3ClOS
Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics