A one-pot synthesis of 2,2′-disubstituted diindolylmethanes (DIMs) via a sequential Sonogashira coupling and cycloisomerization/C3-functionalization of 2-iodoanilines

2017 ◽  
Vol 15 (33) ◽  
pp. 6997-7007 ◽  
Author(s):  
Anirban Kayet ◽  
Vinod K. Singh

Pd(ii)–Ag(i) catalysed, highly efficient synthesis of diindolylmethanes under mild reaction conditions, with six new bonds being formed in a one-pot fashion, and the products being transformed into synthetically useful compounds.

2018 ◽  
Vol 71 (1) ◽  
pp. 32 ◽  
Author(s):  
Arezou Mohammadinezhad ◽  
Batool Akhlaghinia

Nanofibre sepiolite catalyzed the rapid, clean, and highly efficient synthesis of 2-amino-4H-chromene derivatives by a one-pot, three-component condensation of a series of aldehydes, various enolizable C–H bonds (such as dimedone, α-naphthol, resorcinol, and 4-hydroxy-2H-chromen-2-one), and malononitrile in a mixture of water/ethanol. The present method offers several advantages such as high to excellent yields, short reaction times, mild reaction conditions, simple procedure, use of inexpensive, non-toxic, and naturally available catalyst, easy isolation of the products, and no need for column chromatography. The catalyst could be easily separated from the reaction mixture and can be reused for many consecutive trials without a significant decline in its reactivity.


2019 ◽  
Vol 17 (17) ◽  
pp. 4281-4290 ◽  
Author(s):  
Hitesh Kumar Saini ◽  
Shiv Dhiman ◽  
Nitesh Kumar Nandwana ◽  
Rangan Krishnan ◽  
Anil Kumar

A highly efficient protocol has been developed for the synthesis of diversely substituted isoindolo[2,1-b]isoquinolin-7(5H)-ones through sequential Cu(ii)-catalyzed Sonogashira coupling, intramolecular hydroamidation followed by palladium-catalyzed ligand free Heck reaction.


2020 ◽  
Vol 02 (04) ◽  
pp. 306-312
Author(s):  
Jan H. Griwatz ◽  
Hermann A. Wegner

The preparation of cycloparaphenylenes ([n]CPPs) with their bent π-system poses a long-standing challenge in organic synthesis. In the current multi-step approaches to access CPPs, pre-angulated precursors were combined using transition metal-catalysed or mediated coupling reactions. Therefore, there is a long way to the realisation of the idea of an ‘ideal synthesis’. An easy and efficient synthesis of different [n]CPPs would represent a breakthrough, also pushing their incorporation into organic materials. By combining multiple steps in a one-pot approach, the overall time and workload can be drastically shortened. Herein, we present the application of this concept for the preparation of [6] and [9]CPP as a simple and fast alternative to current methods. By tuning the reaction conditions the selective synthesis of both [6] and [9]CPP was demonstrated.


2013 ◽  
Vol 2013 ◽  
pp. 1-5 ◽  
Author(s):  
Shubha Jain ◽  
Deepika Rajguru ◽  
Balwant S. Keshwal ◽  
Aman D. Acharya

A rapid, clean, and highly efficient method for synthesis of dihydropyrano[3,2-c]chromene derivatives by one-pot, three-component condensation of aromatic aldehydes, malononitrile, and 4-hydroxycoumarin using DABCO as catalyst in solvent-free neat conditions is described. The present method has the advantages of mild reaction conditions, short reaction times, easy isolation of products, and excellent yields.


2016 ◽  
Vol 52 (39) ◽  
pp. 6621-6624 ◽  
Author(s):  
Manikandan Selvaraju ◽  
Tzuen-Yang Ye ◽  
Chia-Hsin Li ◽  
Pei-Heng Ho ◽  
Chung-Ming Sun

A highly efficient synthesis of benzoimidazo[1,2-a]imidazolone through a novel oxidative 5-exo-dig cyclization-ketonization cascade of 2-aminobenzimidazole, aldehyde and terminal alkyne has been explored under aerobic conditions.


2005 ◽  
Vol 2 (4) ◽  
pp. 228-230 ◽  
Author(s):  
Jin Tong-Shou ◽  
Zhao Ying ◽  
Liu Li-Bin ◽  
Li Tong-Shuang

An efficient synthesis of 3,4-dihydropyrimidin-2-ones (DHPMs) from the aldehydes, β-ketoesters and urea in ethanol using chlorosulfonic acid as the catalyst is described. Compared with the classical Biginelli reaction conditions, this method has the advantage of excellent yields and short reaction time.


2002 ◽  
Vol 2002 (9) ◽  
pp. 436-438 ◽  
Author(s):  
Xuesen Fan ◽  
Xinying Zhang ◽  
Yongmin Zhang

An efficient synthesis of 3,4-dihydropyrimidin-2(1 H)-one derivatives using samarium chloride as a catalyst from aldehyde, β-keto ester and urea or thiourea in ethanol is described; compared to the classical Biginelli method, this new method has the advantages of good yields and milder reaction conditions.


2017 ◽  
Vol 41 (16) ◽  
pp. 8187-8195 ◽  
Author(s):  
Murali Krishna Kolli ◽  
Nagul Meera Shaik ◽  
Govindasamy Chandrasekar ◽  
Sridhar Chidara ◽  
Raghu Babu Korupolu

One pot synthesis of 2-substituted indolesviaSonogashira coupling (without a copper catalyst) followed by intermolecular cyclization using Pd-PEPPSI-IPentCl.


2017 ◽  
Vol 58 (2) ◽  
Author(s):  
Behrooz Maleki ◽  
Samaneh Sedigh Ashrafi

<p>The rapid and environmental synthetic route to produce 1<em>H</em>-indazolo[1,2-b] phthalazine-1,6,11-triones and 1<em>H</em>-pyrazolo[1,2-b]phthalazine-5,10-diones derivatives have been developed <em>via</em> multicomponent and one-pot reactions of various aldehydes, cyclic or acyclic 1,3-diketones with: <em>i)</em> phthalhydrazide or <em>ii)</em> phthalic anhydride-hydrazinium hydroxide using wet 2,4,6-trichlorotriazine (TCT) as catalyst under solvent-free conditions. Simple and mild reaction conditions, the use of a cheap catalyst and easy workup and isolation are notable features of this method.</p>


2021 ◽  
Vol 17 ◽  
pp. 485-493
Author(s):  
Geetanjali S Sontakke ◽  
Rahul K Shukla ◽  
Chandra M R Volla

A metal- and additive-free, highly efficient, step-economical deoxygenative C2-heteroarylation of quinolines and isoquinolines was achieved from readily available N-oxides and N-sulfonyl-1,2,3-triazoles. A variety of α-triazolylquinoline derivatives were synthesized with good regioselectivity and in excellent yields under mild reaction conditions. Further, a gram-scale and one-pot synthesis illustrated the efficacy and simplicity of the developed protocol. The current transformation was also found to be compatible for the late-stage modification of natural products.


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