133619-80-4Relevant academic research and scientific papers
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
, 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.
Method for synthesizing indolizine compound under catalysis of silver
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Paragraph 0086-0091, (2021/08/06)
The invention discloses a method for synthesizing indolizine compounds under the catalysis of silver, which comprises the following steps of in an organic solvent system, stirring N-benzoylmethyl pyridinium bromide as shown in a formula (1) and an isocyanide compound as shown in a formula (2) according to a feeding molar ratio of 1: (1.2-2.0) in the presence of a metal silver salt as a catalyst to react in the air under an alkaline condition, and carrying out TLC tracking detection until the reaction is complete, and carrying out post-treatment on the reaction liquid to obtain the indolizine compound as shown in a formula (3). The method is easy to operate, raw materials and reagents are easy to obtain, reaction conditions are mild, a reaction system is environmentally friendly, products are easy to separate and purify, the yield reaches up to 91%, and the method is suitable for efficient and high-yield preparation of indolizine compounds and particularly suitable for synthesis of various 1, 2-substituted indolizine compounds. The method is suitable for large-scale industrial production, and has wide application prospects and important significance in organic synthesis.
Iron-Catalyzed Carbenoid-Transfer Reactions of Vinyl Sulfoxonium Ylides: An Experimental and Computational Study
Vaitla, Janakiram,Bayer, Annette,Hopmann, Kathrin H.
supporting information, p. 16180 - 16184 (2018/11/23)
A method for the generation of unprecedented vinyl carbenoids from sulfoxonium ylides has been developed and applied in the synthesis of a diverse array of heterocycles such as indolizines, pyrroles, 3-pyrrolin-2-ones, and furans. The reactions proceed by FeBr2 catalysis under mild reaction conditions with a broad substrate scope. A reaction pathway involving iron carbenoids is proposed based on a series of control experiments and DFT calculations.
Acid-Catalyzed Reactions of 1- and 3-(α-Hydroxybenzyl)indolizines
Miki, Yasuyoshi,Hiroishi, Yuji,Hachiken, Hiroko,Takemura, Shoji
, p. 45 - 48 (2007/10/02)
Treatment of 1-(α-hydroxybenzyl)- and 3-(α-hydroxybenzyl)indolizines with trifluoroacetic acid in dichloromethane gave phenylbis(α-indolizinyl)methanes, bis ethers and indolizines, depending upon the presence or absence of the subst
