557785-79-2Relevant academic research and scientific papers
Metal-Free Dehydrogenative Double C-H Sulfuration to Access Thieno[2,3- b]indoles Using Elemental Sulfur
Liu, Jianming,Zhang, Yanyan,Yue, Yuanyuan,Wang, Zhixian,Shao, Huibin,Zhuo, Kelei,Lv, Qingzhang,Zhang, Zhiguo
, p. 12946 - 12959 (2019/09/12)
We report a base-promoted metal-free approach for the synthesis of thieno[2,3-b]indole derivatives. This method combined four C-H σ-bond cleavage reactions of two different kinds of C-H bonds and two C-S σ-bond formation processes. A series of thieno[2,3-
Catalyst-free dehydrative SN1-type reaction of indolyl alcohols with diverse nucleophiles "on water"
Xiao, Jian,Wen, Hao,Wang, Liang,Xu, Lubin,Hao, Zhihui,Shao, Chang-Lun,Wang, Chang-Yun
supporting information, p. 1032 - 1037 (2016/02/27)
A green and efficient dehydrative SN1-type reaction of indolyl alcohols with diverse nucleophiles was developed using water as the solvent, affording versatile 3-indolyl derivatives in high yields. The advantages of being catalyst-free, environmentally benign, and having a wide substrate scope and easy workup make it a promising method for preparation of indolyl compounds.
Fluorinated Alcohol-Mediated SN1-Type Reaction of Indolyl Alcohols with Diverse Nucleophiles
Wen, Hao,Wang, Liang,Xu, Lubin,Hao, Zhihui,Shao, Chang-Lun,Wang, Chang-Yun,Xiao, Jian
supporting information, p. 4023 - 4030 (2016/01/25)
This paper describes an efficient SN1-type reaction of 3-indolylmethanols with miscellaneous nucleophiles, featuring a catalyst-free procedure, low cost, wide substrate scope and mild reaction conditions. This approach provides green and efficient methods for the synthesis of diverse 3-substituted indolyl derivatives as well as unsymmetrical bisindolylmethanes and triarylmethanes.
Al(OTf)3 catalysed Friedel-Crafts Michael type addition of indoles to α,β-unsaturated ketones with PEG-200 as recyclable solvent
Gohain, Mukut,Jacobs,Marais, Charlene,Bezuidenhoudt, Barend C. B.
, p. 1594 - 1599 (2014/01/23)
An Al(OTf)3 catalysed efficient Friedel-Crafts Michael type addition of indoles to α,β-unsaturated ketones using recyclable PEG-200 as an alternative reaction solvent is disclosed. The reaction under microwave irradiation is clean, leads to exc
The PdCl2-catalyzed sequential heterocyclization/Michael addition cascade in the synthesis of 2,3-disubstituted indoles
Janreddy, Donala,Kavala, Veerababurao,Kuo, Chun-Wei,Kuo, Ting-Shen,He, Chiu-Hui,Yao, Ching-Fa
supporting information, p. 3323 - 3330 (2013/04/23)
A cascade reaction of 2-N-unprotected-2-alkynylanilines and various electron-deficient alkenes in the presence of PdCl2 provided 2,3-disubstituted indole derivatives, whereas, in the presence of Pd(OAc) 2, the same reaction resulted in the production of N-alkylated-2-alkynylaniline derivatives.
Gold-catalyzed reactions of 2-alkynyl-phenylamines with α-β-enones
Alfonsi, Maria,Arcadi, Antonio,Aschi, Massimiliano,Bianchi, Gabriele,Marinelli, Fabio
, p. 2265 - 2273 (2007/10/03)
(Chemical Equation Presented) The gold-catalyzed reaction of 2-alkynyl-phenylamines with α,β-enones represents a new general one-pot entry into C-3-alkyl-indoles by sequential reactions. Gold-catalyzed sequential cyclization/ alkylation, N-alkylation/cyclization, or N-alkylation/cyclization/alkylation reactions leading to different indoles can be directed by changing the 2-alkynyl-phenylamine 1/α,β-enone 3 ratio and the reaction temperature. Unusual gold-catalyzed rearrangement reaction of indoles are observed at 140°C. New gold-catalyzed formation of propargyl-alkyl ether under mild conditions and the hydration reaction of N-acetyl-2-ethynyl-phenylamine are reported.
Transformations of mono- and bisphenylhydrazones of aliphatic-aromatic 1,5-diketones under the conditions of the fischer reaction
Moskovkina
, p. 1190 - 1199 (2007/10/03)
The mono- and bisphenylhydrazones of 3-R-1,5-diphenylpentane-1,5-diones were obtained, and their transformations in the Fischer indole synthesis under various conditions were studied. It was shown that 4-R-2,6-diphenylpyridines, 2-phenylindole, and 5-R-1,-3-diphenyl-Δ2-pyrazolines are formed as the main products in addition to the 3-R-1-phenyl-3-(2-phenyl-3-indolyl)propan-1-ones or their phenylhydrazones produced as a result of indolization. The ways of formation of these compounds are discussed. Some transformations of the obtained ketones were studied.
