22315-06-6Relevant academic research and scientific papers
Three-Component Thieno[2,3-b]indole Synthesis from Indoles, Alkenes or Alkynes and Sulfur Powder under Metal-Free Conditions
Li, Bin,Ni, Penghui,Huang, Huawen,Xiao, Fuhong,Deng, Guo-Jun
, p. 4300 - 4304 (2017)
A Bronsted acid promoted three-component synthesis of substituted thieno[2,3-b]indole has been developed starting from indoles, alkenes or alkynes, and sulfur powder. N,N-Dimethylformamide plays an important role to convert the starting materials into the fused products. Various functional groups attached to substrates were well tolerated to afford the corresponding products in moderate to good yields under very simple reaction conditions. (Figure presented.).
One-pot multicomponent synthesis of thieno[2,3-: B] indoles catalyzed by a magnetic nanoparticle-supported [Urea]4[ZnCl2] deep eutectic solvent
Nguyen, The Thai,Tran, Phuong Hoang
, p. 9663 - 9671 (2020/03/19)
In this study, we have developed the synthesis of thieno[2,3-b]indole dyes via a multicomponent reaction of cheap and available reagents such as sulfur, acetophenones, and indoles using a magnetic nanoparticle-supported [Urea]4[ZnCl2] deep eutectic solvent as a green catalyst. The synthesis of a series of diversely functionalized thieno[2,3-b]indole has been successfully performed in a one-pot reaction. Among a total of 25 compounds synthesized, there are 21 new compounds with full characterization such as FT-IR, 1H and 13C NMR, HRMS (ESI). Due to the deep eutectic solvent coated surface of the magnetic nanoparticles, the catalyst could be recovered by an external magnet and reused in five consecutive runs without a considerable decrease in catalytic activity.
Solvent-controlled highly regio-selective thieno[2,3-: B] indole formation under metal-free conditions
Ni, Penghui,Li, Bin,Huang, Huawen,Xiao, Fuhong,Deng, Guo-Jun
supporting information, p. 5553 - 5558 (2017/12/06)
An efficient three-component thieno[2,3-b]indole formation method was developed under metal-free conditions. The cascade cyclization was enabled by acid-promoted annulation of indoles, ketones and sulfur powder, which enabled modular synthesis of 2-substituted and 3-substituted thieno[2,3-b]indoles with excellent regioselectivity and broad functional group tolerance. DMF solvent played an important role in the regioselectivity control.
Polysubstituted indole bithiophene and derivative and synthesis method thereof
-
Paragraph 0088; 0089; 0090; 0090; 0092, (2017/10/22)
The invention relates to polysubstituted indole bithiophene and a derivative and a synthesis method thereof. The technical scheme which is adopted for the first time includes that indole compounds, alkene, alkyne and ketone compounds and sulfur powder are converted into 2-substituted thieno[2,3-b]indole and the derivative in an air atmosphere under catalysis of Bronsted acid, and a product and additional products stable in molecular structure and excellent in chemical property are obtained, raw reaction materials are cheap and easy to acquire without pretreatment, and high reaction atom economy is achieved; the reaction only requires utilization of cheap Bronsted acid, so that environment pollution abatement, raw material saving and reaction cost reduction are realized; the whole reaction system is simple, reaction conditions are mild, a small quantity of reaction devices are adopted, and simplicity and convenience in experiment operation and extensive material sources are realized.
