- Utility of dysprosium as a reductant in coupling reactions of acyl chlorides: The synthesis of amides and diaryl-substituted acetylenes
-
Reduction of acyl chlorides with dysprosium metal has been studied. The reducing ability of dysprosium metal is solvent-dependent. Dysprosium metal, which requires neither any additive nor pretreatment, can promote the cross-coupling of acyl chlorides in DMF or DEF to give amides in good yields. When the reaction was performed in N,N-dimethylacetamide, the reductive self-coupling reaction of aroyl chloride took place smoothly and afforded the diaryl-substituted acetylenes in moderate to good yield.
- Chen, Weifeng,Li, Kebin,Hu, Ziqiang,Wang, Liliang,Lai, Guoqiao,Li, Zhifang
-
-
Read Online
- Chiral Metal Salts as Ligands for Catalytic Asymmetric Mannich Reactions with Simple Amides
-
Catalytic asymmetric Mannich reactions of imines with weakly acidic simple amides were developed using a chiral potassium hexamethyldisilazide (KHMDS)-bis(oxazoline) potassium salt (K-Box) catalyst system. The desired reactions proceeded to afford the tar
- Yamashita, Yasuhiro,Noguchi, Aika,Fushimi, Seiya,Hatanaka, Miho,Kobayashi, Shū
-
supporting information
p. 5598 - 5604
(2021/05/06)
-
- Catalytic Enantioselective α-Fluorination of 2-Acyl Imidazoles via Iridium Complexes
-
The first highly enantioselective α-fluorination of 2-acyl imidazoles utilizing iridium catalysis has been accomplished. This transformation features mild conditions and a remarkably broad substrate scope, providing an efficient and highly enantioselective approach to obtain a wide range of fluorine-containing 2-acyl imidazoles which are found in a variety of bioactive compounds and prodrugs. A large scale synthesis has also been tested to demonstrate the potential utility of this fluorination method.
- Xu, Guo-Qiang,Liang, Hui,Fang, Jie,Jia, Zhi-Long,Chen, Jian-Qiang,Xu, Peng-Fei
-
supporting information
p. 3355 - 3358
(2016/12/09)
-
- Copper-catalyzed amidation of acids using formamides as the amine source
-
Copper-catalyzed amidation of acids with formamides or acetamide for the selective synthesis of amides with the aid of 1,4-diazabicyclo[2.2.2]octane as the ligand and tert-butyl hydroperoxide as the oxidant is presented. This method is highly compatible with a wide range of acids, including alkyl acids, aryl acids, α,β-unsaturated acids, and amino acids. A general and direct route for the synthesis of amides is described. The reaction involves the copper-catalyzed amidation of acids, wherein various formamides and an acetamide are used as the amine source. Importantly, this method represents a new strategy for the direct use of acids in the synthesis of amides. DABCO = 1,4-diazabicyclo[2.2.2]octane, TBHP = tert-butyl hydroperoxide. Copyright
- Xie, Ye-Xiang,Song, Ren-Jie,Yang, Xu-Heng,Xiang, Jian-Nan,Li, Jin-Heng
-
p. 5737 - 5742
(2013/09/12)
-
- Copper-catalyzed oxidative coupling of carboxylic acids with N,N-dialkylformamides: An approach to the synthesis of amides
-
A new synthetic approach for amide bond formation through the oxidative coupling of N,N-dialkylformamides with carboxylic acids was achieved by using a copper catalyst. Furthermore, this method was applied in the coupling of chiral amino acids in which the stereochemistry was retained in the resulting amide products. A new synthetic approach to amide bond formation through the oxidative coupling of N,N-dialkylformamides with carboxylic acids was achieved by using a copper catalyst and aqueous tert-butyl hydroperoxide (TBHP) as a sacrificial oxidant. Furthermore, this method was applied in the coupling of chiral amino acids in which the stereochemistry was retained in the resulting amide products. Copyright
- Kumar, P. Santhosh,Kumar, G. Sathish,Kumar, R. Arun,Reddy, N. Veera,Rajender Reddy
-
supporting information
p. 1218 - 1222
(2013/04/10)
-
- Catalytic asymmetric amination of N-nonsubstituted α-alkoxycarbonyl amides: Concise enantioselective synthesis of mycestericina F and G
-
In an attempt to explore the synthetic utility of a ternary asymmetric catalyst comprising La(NO3)3·6H2O, amide-based ligand (R)-L1, and D-valine tert-butyl ester H-D-Val-OtBu, we investigated a catalytic, asymmetric amination of functionalized N-nonsubstituted α-alkoxycarbonyl amides using di-tert-butyl azodicarboxylate as an electrophilic aminating reagent. A highly functionalized, cyclic N-nonsubstituted α-alkoxycarbonyl amide delivered the desired amination product in up to 96% enantiometric excess, with the requisite functionalities of the polar heads of sphingosines with the appropriate stereochemical arrangement. The rapid asymmetric assembly of these functional groups allowed a concise enantioselective synthetic route to sphingosines to be established with a broad flexibility towards derivative synthesis. These studies have culminated in an efficient catalytic enantioselective total synthesis of immunosuppressive fungal metabolites mycestericina F (3a) and G (3b).
- Berhal, Farouk,Takechi, Sho,Kumagai, Naoya,Shibasaki, Masakatsu
-
supporting information; experimental part
p. 1915 - 1921
(2011/03/22)
-
- Catalytic transamidation reactions compatible with tertiary amide metathesis under ambient conditions
-
The carbon-nitrogen bond of carboxamides is extremely stable under most conditions. The present study reveals that simple zirconium- and hafnium-amido complexes are highly efficient catalysts for equilibrium-controlled transamidation reactions between sec
- Stephenson, Nickeisha A.,Zhu, Jiang,Gellman, Samuel H.,Stahl, Shannon S.
-
experimental part
p. 10003 - 10008
(2009/12/08)
-
- Product selectivity in the electroreduction of thioesters
-
The electroreduction of differently substituted aromatic and aliphatic thioesters (RCOSR′) led to regioselective reactions depending on the nature of the substituents. Thus, the cleavage between the carbonyl group and the SR′ group afforded α-diketones an
- We?wer,Olivero,Du?ach
-
p. 1709 - 1714
(2007/10/03)
-
- Novel polystyrene anion exchange polymers
-
Polystyrene polymers having a quaternized ammonium group and their use in a method of treatment of hypercholesterolaemia. A particular compound of the invention is N,N-dimethyl-N-dodecylammoniomethyl-substituted polystyrene.
- -
-
-
