81376-51-4Relevant academic research and scientific papers
Copper(II)-Catalyzed C-H Nitrogenation/Annulation Cascade of Ketene N, S-Acetals with Aryldiazonium Salts: A Direct Access to N2-Substituted Triazole and Triazine Derivatives
Wu, Ping,He, Yuan,Wang, Hongmei,Zhou, Yong-Gui,Yu, Zhengkun
supporting information, p. 310 - 315 (2019/12/24)
Direct synthesis of N2-substituted triazole and triazine derivatives has been a challenge in N-heterocyclic chemistry. Under copper(II) catalysis ketene N,S-acetals, that is, alkylthio-substituted enaminones, efficiently reacted with aryldiazon
Amide Bond Formation Assisted by Vicinal Alkylthio Migration in Enaminones: Metal- and CO-Free Synthesis of α,β-Unsaturated Amides
Liu, Zhuqing,Huang, Fei,Wu, Ping,Wang, Quannan,Yu, Zhengkun
, p. 5731 - 5750 (2018/05/14)
Amide bond formation is one of the most important transformations in organic synthesis, drug development, and materials science. Efficient construction of amides has been among the most challenging tasks for organic chemists. Herein, we report a concise m
Copper-Catalyzed Formal Carbene Migratory Insertion into Internal Olefinic C=C Bonds with N-Tosylhydrazones to Access Iminofuran and 2(3H)-Furanone Derivatives
Huang, Fei,Liu, Zhuqing,Wang, Quannan,Lou, Jiang,Yu, Zhengkun
supporting information, p. 3660 - 3663 (2017/07/15)
Efficient copper-catalyzed formal carbene migratory insertion into the olefinic C=C bonds of internal olefins, that is, α-oxo ketene N,S-acetals, has been achieved by means of N-tosylhydrazones of ketones as the carbene precursors. Iminofuran derivatives
Synthesis of 3-amino-4-fluoropyrazoles
Surmont, Riccardo,Verniest, Guido,De Schrijver, Mathias,Thuring, Jan Willem,Ten Holte, Peter,Deroose, Frederik,De Kimpe, Norbert
experimental part, p. 4105 - 4111 (2011/06/26)
Fluorinated pyrazoles bearing additional functional groups that allow further functionalization are of considerable interest as building blocks in medicinal chemistry. The developed synthetic strategy for new 3-amino-4-fluoropyrazoles consists of a monofluorination of β-methylthio- β-enaminoketones using 1-(chloromethyl)-4-fluoro-1,4-diazoniabicyclo[2.2.2] octane bis(tetrafluoroborate) (Selectfluor) toward the corresponding monofluorinated enaminoketones, followed by condensation with different hydrazines.
Sulfur-Containing Heterocycles Derived by Reaction of ω-Keto Amides with Lawesson's Reagent
Nishio, Takehiko
, p. 1207 - 1214 (2007/10/03)
The reaction of ω-keto amides with Lawesson's reagent (LR: 2,4-bis(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane 2,4-disulfide) is described. Treatment of 3-keto amides (2-acylacetamides) 1 with LR gave the corresponding 3-keto thioamides 2, along with 1,2-dithiole-3-thiones 3. Treatment of 4-keto amides, 3-acyl propionamides 5, with LR yielded five-membered heterocycles, pyrroles 6 and/or 2-aminothiophenes 7. 5-Keto amides, 3-benzoyl butyramides 8, reacted with LR to give dihydrothiopyran-2-thione 9 as the sole product, but in low yield. 2-Acylbenzamides 10 also reacted with LR to afford 3-mercaptoisoindolin-2-ones 11 or dihydroisobenzothiophene-1-thiones 12.
