A simple and efficientsynthesis of 4-aryl-4,5-dihydro-1H-indeno[1,2-b]pyridine derivatives has been achieved via a four-component cyclocondensation of 1,3-indanedione, aromatic aldehydes, β-ketoesters and ammonium acetate in one-pot in the absence of catalyst and solvent at room temperature on grinding. The present approach offers several advantages such as shorter reaction times, higher yields, low
通过1,3-茚满二酮,芳族醛,β-的四组分环缩合反应,可以实现4-芳基-4,5-二氢-1 H-茚并[1,2- b ]吡啶衍生物的简单有效合成在室温下,在不存在催化剂和溶剂的情况下,一锅法制得酮酯和乙酸铵。本方法具有几个优点,例如较短的反应时间,较高的产率,低成本,简单的后处理和容易的纯化。
One‐pot synthesis of dihydro-1H-indeno[1,2-b] pyridines and tetrahydrobenzo[b] pyran derivatives using a new and efficient nanocomposite catalyst based on N‐butylsulfonate‐functionalized MMWCNTs-D-NH2
作者:Fatemeh Adibian、Ali Reza Pourali、Behrooz Maleki、Mehdi Baghayeri、Amirhassan Amiri
DOI:10.1016/j.poly.2019.114179
日期:2020.1
In this study, magnetic multi-walled carbon nanotubes were functionalized with polyamidoamine (PAMAM) dendrimers and modified with butylsulfonate to afford MMWCNTs-D-(CH2)(4)-So(3)H. The synthesized nanocomposite (MMWCNTs-D-(CH2)(4)-SO3H) was characterized by various techniques such as Fourier transform infrared spectroscopy (FT-IR), transmission electron microscopy (TEM), scanning electron microscopy (SEM), X-ray diffraction (XRD) and thermo-gravimetric analysis (TGA). This nanocomposite catalyst effectively catalyzed four and three component reactions for the synthesis of dihydro-1H-Indeno[1,2-b] pyridines and tetrahydrobenzo[b] pyrans (85-98% yield in 15-20 min and 80-98% yield in 12-30 min, respectively). In addition, the magnetically recoverable catalyst could be easily recycled at least five times without significant loss of catalytic activity. In the first step of synthesis of nanocomposite the Fe3O4 nanoparticles were deposited on oxidized MWCNTs, then a modified PAMAM dendrimer was used to bond to the carbonyl groups. Finally MMWCNTs-D-NH2 functionalized with 1,4-butanesultone. (C) 2019 Elsevier Ltd. All rights reserved.
C- and N-alkylation of 4,5-dihydro-1H-indeno[1, 2-b]pyridine derivatives
作者:V. K. Lusis、D. Kh. Mutsenietse、A. Z. Zandersons、I. B. Mazheika、G. Ya. Dubur
DOI:10.1007/bf00515648
日期:1984.3
An eco-benign and highly efficient access to dihydro-1H-indeno[1,2-b]pyridines in 2,2,2-trifluoroethanol
作者:Samad Khaksar、Milad Gholami
DOI:10.1016/j.molliq.2014.03.030
日期:2014.8
4-Aryl-4,5-dihydro-1H-indeno[1,2-b]pyridine derivatives are synthesized from both electron-deficient and electron-rich substrates in a fast, high yielding, and operationally simple protocol in 2,2,2-trifluoroethanol (TFE). The solvent (TFE) can be readily separated from reaction products and recovered in excellent purity for direct reuse. (C) 2014 Elsevier B.V. All rights reserved.
Turhan, Kadir; Ozturkcan, S. Arda; Turgut, Zuhal, Journal of the Chemical Society of Pakistan, 2012, vol. 34, # 1, p. 94 - 101