A simple, highly regioselective and efficient reaction of indole with epoxides under solvent-free conditions

2006 ◽  
Vol 84 (5) ◽  
pp. 800-803 ◽  
Author(s):  
Najmedin Azizi ◽  
Shokopheh Mehrazma ◽  
Mohammad R Saidi

Lithium perchlorate has been found to be an inexpensive and efficient catalyst for the ring opening of epoxides by indole and N-methylindole, which provides an environmentally friendly method for the synthesis of substituted indoles. A complete regioselectivity in favor of nucleophilic attack at the benzylic carbon atom of aromatic epoxides, such as styrene oxide, is observed. However, aliphatic unsymmetrical alkene oxides undergo selective nucleophilic attack at the sterically less-hindered carbon atom. This catalyst offers several advantages, such as short reaction time, high yields, lower catalytic loading, simple experimental procedure, and easy isolation of the products, under solvent-free conditions.

2005 ◽  
Vol 83 (5) ◽  
pp. 505-507 ◽  
Author(s):  
Najmodin Azizi ◽  
Mohammad R Saidi

Lithium perchlorate catalyzed the ring opening of epoxides with amines to provide the corresponding β-aminoalcohols in excellent yields with high regioselectivity. The reaction proceeds rapidly under mild and neutral conditions and worked well with primary, secondary, aliphatic, aromatic, and hindered amines in short times at room temperature, in the absence of solvent.Key words: epoxide, lithium perchlorate, β-aminoalcohols, solvent-free.


2019 ◽  
Vol 74 (7-8) ◽  
pp. 559-564
Author(s):  
Simin Janitabar-Darzi ◽  
Shahrzad Abdolmohammadi

AbstractA TiO2–SiO2 nanocomposite catalyzes the one-pot cyclocondensation reaction of 1H-indole-2,3-diones (isatins), 1,3-cyclohexanediones, and urea at T = 70°C under solvent-free conditions with high efficiency. The present method affords the corresponding spiro products in high yields and short reaction time. The unique features of the TiO2–SiO2 nanocomposite are high catalytic activity, ease of preparation, non-toxicity, low loading, and recyclability.


2008 ◽  
Vol 86 (1) ◽  
pp. 65-71 ◽  
Author(s):  
Mona Hosseini-Sarvari

MgO catalyzed efficiently the ring opening of epoxides with a range of aromatic and aliphatic amines to produce β-substituted alcohols in high yields under solvent-free conditions. Exclusive trans stereoselectivity is observed for cyclic epoxide.Key words: MgO, β-amino alcohols, solvent-free, epoxide, amine.


2008 ◽  
Vol 61 (3) ◽  
pp. 231 ◽  
Author(s):  
Babasaheb P. Bandgar ◽  
Neeta S. Joshi ◽  
Vinod T. Kamble ◽  
Sanjay S. Sawant

2,4,6-Trichloro-1,3,5-triazine-catalyzed convenient and efficient ring opening of epoxides with thiols under solvent-free conditions is described. Short reaction time, mild reaction conditions, inexpensive and readily available catalyst, and excellent yields of products are attractive features of this methodology.


2013 ◽  
Vol 2013 ◽  
pp. 1-12 ◽  
Author(s):  
Ahmad Reza Massah ◽  
Roozbeh Javad Kalbasi ◽  
Mahdiehsadat Khalifesoltani ◽  
Fariba Moshtagh Kordesofla

Sulfonamides amines, alcohols, and phenols were efficiently acylated with carboxylic acid anhydrides and chlorides using ZSM-5-SO3H as catalyst under mild and solvent-free conditions. Also, direct esterification of alcohols with carboxylic acids occurred readily in the presence of this catalyst. Different types of amides and esters were obtained in moderate to high yields and purity after a simple workup. No chromatographic separation is needed for isolation of the acylated product. The catalyst was recovered and reused for up to four times without a noticeable decrease in catalytic activity.


2013 ◽  
Vol 2013 ◽  
pp. 1-5 ◽  
Author(s):  
Eskandar Kolvari ◽  
Maryam Mirzaeeyan

Al(NO3)3 · 9H2O efficiently catalyzes the three-component Biginelli reaction between an aldehyde, aβ-dicarbonyl compound, and urea or thiourea in refluxing ethanol and solvent-free (SF) conditions to afford the corresponding dihydropyrimidinones in high yields. The advantages of this method involve the easy procedure, the environmentally friendly process, and the low cost of the Lewis acid catalyst.


2013 ◽  
Vol 634-638 ◽  
pp. 504-507
Author(s):  
Wan Yi Liu ◽  
Ning Liu ◽  
Rui Yuan Zheng ◽  
Bing Li ◽  
Xia Zhang ◽  
...  

Coaled carbon-based solid acid (CCBSAC) is reported as a new, efficient and recyclable catalyst for the regioselective multicomponent synthesis of dihydropyrimidin-2(1H)-ones from aldehydes, β-ketoesters and urea or thiourea under solvent-free conditions. The structure and thermal stability of CCBSAC which resulted from ultra-clean coal resources mainly were characterized by IR, XRD, and TG. Nineteen dihydropyrimidin-2(1H)-ones examples were prepared and this catalyst could recycle up to 4 consecutive runs without losing its efficiency. The high yields of products, short reaction times, ease of work-up and clean procedure will make the present method a useful and important addition to the previous methodologies for the synthesis of dihydropyrimidin-2(1H)-ones.


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