1733-40-0Relevant academic research and scientific papers
INTERMOLEKULARE CC-VERKNUEPFUNG VON AZANICKELACYCLOPENTANONEN, α,ω-DISAEUREAMIDE AUS ALKENEN UND PHENYLISOCYANAT
Hoberg, Heinz,Hernandez, Elisa
, p. 307 - 312 (1986)
The reaction mode of the nickela five-membered ring complexes, prepared from phenyl isocyanate and the alkenes ethene, propene and styrene at (Lig)Ni0 systems, with oxidizing reagents such as FeCl3 and iodine are reported.Depending on the ligan
Nickel-Catalyzed Reductive Cross-Coupling of N-Acyl and N-Sulfonyl Benzotriazoles with Diverse Nitro Compounds: Rapid Access to Amides and Sulfonamides
Qu, Erdong,Li, Shangzhang,Bai, Jin,Zheng, Yan,Li, Wanfang
supporting information, p. 58 - 63 (2021/12/27)
Herein we report a Ni-catalyzed reductive transamidation of conveniently available N-acyl benzotriazoles with alkyl, alkenyl, and aryl nitro compounds, which afforded various amides with good yields and a broad substrate scope. The same catalytic reaction conditions were also applicable for N-sulfonyl benzotriazoles, which could undergo smooth reductive coupling with nitroarenes and nitroalkanes to afford the corresponding sulfonamides.
Amide bond formation in aqueous solution: Direct coupling of metal carboxylate salts with ammonium salts at room temperature
Nielsen, John,Tung, Truong Thanh
supporting information, p. 10073 - 10080 (2021/12/10)
Herein, we report a green, expeditious, and practically simple protocol for direct coupling of carboxylate salts and ammonium salts under ACN/H2O conditions at room temperature without the addition of tertiary amine bases. The water-soluble coupling reagent EDC·HCl is a key component in the reaction. The reaction runs smoothly with unsubstituted/substituted ammonium salts and provides a clean product without column chromatography. Our reaction tolerates both carboxylate (which are unstable in other forms) and amine salts (which are unstable/volatile when present in free form). We believe that the reported method could be used as an alternative and suitable method at the laboratory and industrial scales. This journal is
Synthesis of gem -Difluoroalkenes via a Sequence of Hydroboration and 1,2-Elimination of α,β-Unsaturated Carbonyls
An, Shiyun,Zhang, Jinlong,Jiang, Gaoxi
, p. 91 - 94 (2020/10/30)
We reported a simple protocol for the synthesis of gem -difluoroalkenes via a reaction sequence of hydroboration and 1,2-elimination of α,β-unsaturated carbonyl substrates under mild conditions. Two steps of this method could be executed in one pot. The β-CF 2H- and β-CFH 2-α,β-unsaturated carbonyls can be obtained smoothly from the α,β-unsaturated gem -difluoroamide with NaH as the base and via a boration-1,2-elimination sequence.
Catalytic base-controlled regiodivergent heteronucleophilic hydrofunctionalization of β,γ-unsaturated amides
Chen, Rizhi,Du, Qiang,Rui, Jiacheng,Wu, Xiaojin,Zhan, Ying,Zhao, Yao,Zheng, Xintao
supporting information, p. 9756 - 9759 (2021/09/30)
A general catalytic base-controlled regiodivergent nucleophilic hydrofunctionalization of both terminal and internal β,γ-unsaturated amides has been reported. The atom-economical addition of various S/P-based nucleophiles was also exclusively chemoselective. More than 60 branched or linear hetero-substituted aliphatic amides were synthesized from common starting materials under transition-metal-free conditions. Preliminary mechanistic studies are consistent with our proposed divergent catalytic cycles.
Pd(II)/bipyridine catalyzed conjugate addition of arylboronic acids to α,β-unsaturated amides
Ji, Jiamin,Yang, Zhenyu,Liu, Rui,Ni, Yuxin,Lin, Shaohui,Pan, Qinmin
supporting information, p. 2723 - 2726 (2016/06/09)
The Pd(II)/bipyridine-catalyzed conjugate addition of arylboronic acid to α,β-unsaturated amides was developed and optimized, and the reaction was proceeded smoothly in air. A series of arylboronic acid and α,β-unsaturated amide substrates were surveyed, and modest to excellent yields were given.
Synthesis of β,γ-unsaturated primary amides from α,β-unsaturated acids and investigation of the mechanism
Theodorou, Vassiliki,Gogou, Marina,Philippidou, Maria,Ragoussis, Valentine,Paraskevopoulos, Georgios,Skobridis, Konstantinos
experimental part, p. 5630 - 5634 (2011/08/22)
α,β-Unsaturated acids, through their acid chlorides, react with tritylamine in the presence of triethylamine under mild conditions, to afford in high yield and high regioselectivity the corresponding β,γ- unsaturated tritylamides. Detritylation with TFA generates quantitatively β,γ-unsaturated primary amides. An investigation of this deconjugative isomerization was performed.
Zeolite-HY : A selective and efficient catalyst for the synthesis of amides under microwave irradiations
Gadhwal, Sunil,Dutta, Manu Prakash,Boruah, Anima,Prajapati, Dipak,Sandhu, Jagir S.
, p. 725 - 727 (2007/10/03)
An efficient and selective method for the conversion of various acids into their corresponding amides in the presence of zeolite under microwave irradiation is described. The reaction proceeds efficiently at ambient pressure in high yields.
BENZOTRIAZOL-1-YL DIETHYL PHOSPHATE. A NEW CONVENIENT COUPLING REAGENT FOR THE SYNTHESIS OF AMIDES AND PEPTIDES.
Kim, Sunggak,Chang, Heung,Ko, Young Kwan
, p. 1341 - 1342 (2007/10/02)
Benzotriazol-1-yl diethyl phosphate is found to be a new convenient coupling reagent for the synthesis of amides and practically racemization-free peptides.
ONE-POT SELECTIVE ACYLATION OF AMINES USING 3,6-DIETHYL-2-HYDROXYPYRAZINE AS ACYL CARRIER
Ohta, Akihiro,Inagawa, Yukiko,Okuwaki, Yukari,Shimazaki, Makoto
, p. 2369 - 2373 (2007/10/02)
Introduction of 3,6-diethyl-2-hydroxypyrazine into a system of amide syntheses using acyl diethylphosphates resulted in the performance of selective acylation in satisfactory yields.
