20745-52-2Relevant academic research and scientific papers
Nickel-catalyzed: C-alkylation of thioamide, amides and esters by primary alcohols through a hydrogen autotransfer strategy
Yang, Peng,Wang, Xiuhua,Ma, Yu,Sun, Yaxin,Zhang, Li,Yue, Jieyu,Fu, Kaiyue,Zhou, Jianrong Steve,Tang, Bo
supporting information, p. 14083 - 14086 (2020/11/20)
A simple catalyst of Ni(OAc)2 and P(t-Bu)3 enables selective C-alkylation of thioacetamides and primary acetamides with alcohols for the first time. Monoalkylation of thioamides, amides and t-butyl esters occurs in excellent yields (>95%). Mechanistic studies reveal that the reaction proceeds via a hydrogen autotransfer pathway. This journal is
Nickel(0) induzierte und katalysierte CC-Verknuepfungen zwischen Phenylisocyanat und vinylsubstituierten Heteroaromaten
Hoberg, Heinz,Guhl, Dieter,Betz, Peter
, p. 233 - 246 (2007/10/02)
Vinyl substituted heterocycles such as 2-vinylfuran (Ia) and 2-vinylpyridine (Ib) react with phenylisocyanate (II) in presence of (Lig)Ni0 (Lig = TCP) to form the tricyclohexylphosphane-5-azanickelacyclopentan-4-one derivatives (V).The structures and properties of these metallacycles are described.A catalytic 1/1 CC bond formation to give the α,β-unsaturated carboxylic acid amide X proceeds only with Ia (Lig = P(OiP)3) and not with Ib (Lig = PEt3, PPh3, P(OiP)3).Presumably, the different reactivities are not caused by electronic and/or steric factors of the 2-furyl- or 2-pyridyl-substituents, but by the donor properties of the N-atom in Ib.The N Ni interactions in the complex bis2-2-vinyl-μ-pyridine-nickel> (XIIb) can be detected by spectroscopic and crystal structure studies.
