30374-65-3Relevant academic research and scientific papers
Nickel-catalyzed hydrogen-borrowing strategy: Chemo-selective alkylation of nitriles with alcohols
Banerjee, Debasis,Bera, Atanu,Bera, Sourajit
supporting information, p. 6850 - 6853 (2020/07/04)
The first nickel-catalyzed hydrogen-borrowing alkylation of a series of aryl acetonitriles with a variety of aryl, heteroaryl, allylic and alkyl alcohols releasing water as the by-product (>33 examples, up to 90% yield) is reported.
Nickel-Catalyzed Hydrogen-Borrowing Strategy for α-Alkylation of Ketones with Alcohols: A New Route to Branched gem-Bis(alkyl) Ketones
Das, Jagadish,Singh, Khushboo,Vellakkaran, Mari,Banerjee, Debasis
, p. 5587 - 5591 (2018/09/25)
The α-alkylation of ketones using an earth-abundant and nonprecious NiBr2/L1 system is reported. This nickel-catalyzed reaction could be performed in gram scale and successfully applied in the synthesis of donepezil (Alzheimer's drug) and functionalization of steroid hormones and fatty acid derivatives. Synthesis of N-heterocycles, methylation of ketones, and one-pot double alkylation to bis-hetero aryl ketones using two different alcohols with a single catalyst broadens the scope of the catalytic protocol. Preliminary mechanistic studies using defined Ni-H species and deuterium-labeling experiments established the participation of the borrowing-hydrogen strategy.
Nickel-Catalyzed Phosphine Free Direct N-Alkylation of Amides with Alcohols
Das, Jagadish,Banerjee, Debasis
supporting information, p. 3378 - 3384 (2018/03/26)
Herein, we developed an operational simple, practical, and selective Ni-catalyzed synthesis of secondary amides. Application of renewable alcohols, earth-abundant and nonprecious nickel catalyst facilitates the transformations, releasing water as byproduct. The catalytic system is tolerant to a variety of functional groups including nitrile, allylic ether, and alkene and could be extended to the synthesis of bis-amide, antiemetic drug Tigan, and dopamine D2 receptor antagonist Itopride. Preliminary mechanistic studies revealed the participation of a benzylic C-H bond in the rate-determining step.
Nickel-catalysed alkylation of C(sp3)-H bonds with alcohols: direct access to functionalised N-heteroaromatics
Vellakkaran, Mari,Das, Jagadish,Bera, Sourajit,Banerjee, Debasis
supporting information, p. 12369 - 12372 (2018/11/20)
The first base-metal catalysed coupling of primary alcohols with methyl-N-heteroaromatics is reported. The use of an earth abundant and nonprecious NiBr2/L1 system enables access to a series of C(sp3)-alkylated N-heteroaromatics. Mechanistic studies have established the participation of a hydrogen-borrowing strategy for α-alkylation.
