19026-84-7Relevant articles and documents
Synthesis of N-(adamantan-1-yl)amides by reaction of carboxylic acid amides with 1-bromo(chloro)adamantane catalyzed by manganese compounds
Khusnutdinov,Shchadneva,Khisamova
, p. 476 - 479 (2015)
Abstract N-(Adamantan-1-yl)amides were synthesized in 70-90% yield by reaction of 1-bromoadamantane with carboxylic acid amides in the presence of manganese salts and complexes.
Ionic liquid catalyzed Ritter reaction/Pd-catalyzed directed Ortho-arylation; facile access to diverse libraries of biaryl-amides from Aryl-nitriles
Sutar, Suraj M.,Savanur, Hemantkumar M.,Kalkhambkar, Rajesh G.,Borosky, Gabriela L.,Aridoss, Gopalakrishnan,Laali, Kenneth K.
supporting information, (2020/10/30)
Diverse libraries of biaryl-amides bearing N-t-butyl and N-adamantyl groups were synthesized in two steps by the Ritter reaction of aryl-nitriles, using tBuOH and AdaOH as carbocation precursors, and employing [BMIM(SO3H)][OTf] (neat or with [B
Visible light photoredox catalysed amidation of carboxylic acids with amines
Srivastava, Vishal,Singh, Pravin K.,Singh, Praveen P.
supporting information, p. 40 - 43 (2018/11/27)
A visible-light promoted photoredox catalysed, green one-pot approach for the amidation of carboxylic acids with amines has been developed for the synthesis of diverse aliphatic and aromatic amides. The proposed strategy is extendable also to biologically active amides and could represent a low-cost alternative to the common synthetic pathways. The developed strategy may hold great potential for a comprehensive display of biologically interesting peptide synthesis and amino acid modification.
Methyl Esters as Cross-Coupling Electrophiles: Direct Synthesis of Amide Bonds
Zheng, Yan-Long,Newman, Stephen G.
, p. 4426 - 4433 (2019/05/08)
Amide bond formation and transition metal-catalyzed cross-coupling are two of the most frequently used chemical reactions in organic synthesis. Recently, an overlap between these two reaction families was identified when Pd and Ni catalysts were demonstrated to cleave the strong C-O bond present in esters via oxidative addition. When simple methyl and ethyl esters are used, this transformation provides a powerful alternative to classical amide bond formations, which commonly feature stoichiometric activating agents. Thus far, few redox-active catalysts have been demonstrated to activate the C(acyl)-O bond of alkyl esters, which makes it difficult to perform informed screening when a challenging reaction needs optimization. We demonstrate that Ni catalysts bearing diverse NHC, phosphine, and nitrogen-containing ligands can all be used to activate methyl esters and enable their use in direct amide bond formation.
