25131-60-6Relevant articles and documents
One-pot regio- and chemo-selective synthesis of thiaazatricyclododecane
Alizadeh, Abdolali,Bagherinejad, Akram,Bayat, Fahimeh,Zhu, Long-Guan
, p. 7070 - 7075 (2016)
A highly regio- and chemo-selective heteroannulation protocol for the synthesis of unreported polysubstituted thiaazatricyclododecanes has been developed by a sequential four-component reaction of isoquinoline, 2-bromoacetophenones, aryl isothiocyanates,
New quinoline- and isoquinoline-based multicomponent methods for the synthesis of 1,1(3,3)-dicyanotetrahydrobenzoindolizines
Sanin,Zubarev,Rudenko, A. Yu.,Rodinovskaya,Batuev,Shestopalov
, p. 297 - 303 (2018)
Convenient multicomponent methods for the synthesis of benzannulated dihydroindolizines based on quinoline or isoquinoline, malononitrile, aromatic aldehydes and α-halomethylcarbonyl compounds were developed. Several alternative protocols of using the reactants were studied, starting with separate generation of two most probable intermediates and ending with the four-component condensation of all reactants. The scope of applicability of these methods was found, depending on the initial compounds used. The reaction is highly stereoselective with predominant formation of one of the possible isomers.
Silver-Promoted (4 + 1) Annulation of Isocyanoacetates with Alkylpyridinium Salts: Divergent Regioselective Synthesis of 1,2-Disubstituted Indolizines
Chen, Yan,Shatskiy, Andrey,Liu, Jian-Quan,K?rk?s, Markus D.,Wang, Xiang-Shan
supporting information, p. 7555 - 7560 (2021/10/02)
An unprecedented silver-promoted regioselective (4 + 1) annulation of isocyanoacetates with pyridinium salts is reported. The established protocol provides controlled, facile, and modular access to a range of synthetically useful N-fused heterocyclic scaffolds containing indolizines, pyrrolo[1,2-a]quinolines, pyrrolo[2,1-a]isoquinolines, and 1H-imidazo[4,5-a]indolizin-2(3H)-ones. A mechanistic pathway involving nucleophilic addition/protonation/elimination/cycloisomerization is proposed.
DMAP-Catalyzed Annulation Approach for Modular Assembly of Furan-Fused Chromenes
He, Xinwei,Li, Ruxue,Choy, Pui Ying,Liu, Tianyi,Wang, Junya,Yuen, On Ying,Leung, Man Pan,Shang, Yongjia,Kwong, Fuk Yee
supporting information, p. 9444 - 9449 (2020/12/21)
With a tandem DMAP-catalyzed reaction between o-AQM, in which it is generated in situ from propargylic amine, and acyl carbene surrogate (from pyridinium ylide), a variety of polyarylated chromenes are assembled in good yields. This process does not require transition-metal catalyst and exhibits easy manipulation of the arene group and good functional group compatibility, particularly the -Br group which can be further transformed to other functionalities by cross-coupling reactions. The modular feature of o-AQM substrates and the simple operation procedures add further advantages to this synthetic method.