60695-02-5Relevant articles and documents
Selective catalytic synthesis of α-alkylated ketones and β-disubstituted ketones via acceptorless dehydrogenative cross-coupling of alcohols
Bhattacharyya, Dipanjan,Sarmah, Bikash Kumar,Nandi, Sekhar,Srivastava, Hemant Kumar,Das, Animesh
supporting information, p. 869 - 875 (2021/02/06)
Herein, a phosphine-free pincer ruthenium(III) catalyzed β-alkylation of secondary alcohols with primary alcohols to α-alkylated ketones and two different secondary alcohols to β-branched ketones are reported. Notably, this transformation is environmentally benign and atom efficient with H2O and H2 gas as the only byproducts. The protocol is extended to gram-scale reaction and for functionalization of complex vitamin E and cholesterol derivatives.
Nickel-Catalyzed Alkylation of Ketone Enolates: Synthesis of Monoselective Linear Ketones
Das, Jagadish,Vellakkaran, Mari,Banerjee, Debasis
, p. 769 - 779 (2019/01/24)
Herein we have developed a Ni-catalyzed protocol for the synthesis of linear ketones. Aryl, alkyl, and heteroaryl ketones as well as alcohols yielded the monoselective ketones in up to 90% yield. The catalytic protocol was successfully applied in to a gram-scale synthesis. For a practical utility, applications of a steroid derivative, oleyl alcohol, and naproxen alcohol were employed. Preliminary catalytic investigations involving the isolation of a Ni intermediate and defined Ni-H species as well as a series of deuterium-labeling experiments were performed.
Iridium(III)- benzoxazolyl and benzothiazolyl phosphine ligands catalyzed versatile alkylation reactions with alcohols and the synthesis of quinolines and indole
Huang, Shuang,Wu, Si-Peng,Zhou, Quan,Cui, He-Zhen,Hong, Xi,Lin, Yue-Jian,Hou, Xiu-Feng
, p. 14 - 23 (2018/05/22)
A series of benzoxazolyl and benzothiazolyl phosphine ligands 4a-4g were synthesized and characterized, which prepared from commercially available 2-aminophenol/2-aminobenzenethiol and 2-bromobenzaldehyde via cyclization and phosphination. The representative ligands 4c and 4e were determined by single-crystal X-ray diffraction. The corresponding iridium complexes could be generated in situ when [Cp*IrCl2]2 (Cp* = pentamethylcyclopentadienyl) encountered ligands. The molecular structures of complexes 5c and 5e were crystallographically characterized. The dihedral angles of N (1)-C (1)-C (8)-C (9) showed an increasing twist compared with the corresponding ligand. The iridium (III) catalysts were screened, [Cp*IrCl2]2/4a proved to be the optimal catalyst, which exhibited efficient catalytic activity toward versatile alkylations including ketones, secondary alcohols and amines with primary alcohols. Additionally, the synthesis of quinolines from ketones with 2-aminobenzyl alcohol by intermolecular cyclization and indole from 2-(2-aminophenyl)ethanol by intramolecular cyclization were achieved under the optimized conditions.
