A Novel Route for the Diastereoselective Synthesis of Dispiro[tetrahydroquinoline-bis(2,2-dimethyl[1,3]dioxane-4,6-dione)] Derivatives via a One-Pot Domino Multicomponent Reaction of Arylamines, Aromatic Aldehydes, and Meldrum's Acid

2014 ◽  
Vol 52 (3) ◽  
pp. 873-879 ◽  
Author(s):  
Mojtaba Lashkari ◽  
Malek Taher Maghsoodlou ◽  
Nourallah Hazeri ◽  
Sayyed Mostafa Habibi-Khorassani ◽  
Niloufar Akbarzadeh Torbati ◽  
...  
Keyword(s):  
Multicomponent Reaction ◽  
Aromatic Aldehydes ◽  
Diastereoselective Synthesis ◽  
Meldrum's Acid ◽  
Meldrum’S Acid ◽  
One Pot

A Simple, One-Pot Synthesis of Trans-Substituted Spiro [5,5] undecane-1,5,9-triones with Aromatic Aldehydes and Meldrum's Acid as the Starting Materials

2015 ◽  
Vol 68 (10) ◽  
pp. 1599 ◽  
Author(s):  
Jingping Ou-Yang ◽  
Yu Zhao ◽  
Huailei Jiang ◽  
Lingxin Meng ◽  
Xingshu Li ◽  
...  
Keyword(s):  
1H Nmr ◽  
Aromatic Aldehydes ◽  
Quantum Mechanical ◽  
Quantum Mechanical Calculations ◽  
Meldrum's Acid ◽  
X Ray Diffraction ◽  
Meldrum’S Acid ◽  
Reaction Conditions ◽  
One Pot ◽  
X Ray

A simple, one-pot process for the construction of substituted spiro[5,5]undecane-1,5,9-triones using aromatic aldehydes and Meldrum’s acid, and aniline as a catalyst, is reported. Fifteen compounds were synthesized, and the trans/cis ratios were calculated based on 1H NMR analyses of the unpurified products. Quantum mechanical calculations and X-ray diffraction were undertaken to identify the configuration of compound 2a. The proposed mechanisms for these reactions are presented in this paper. In contrast to previous literature, this method endows excellent diastereoselectivity to a series of trans-substituted derivatives. The method is characterized by its simple operation, commercial availability of all materials, mild reaction conditions and moderate-to-good chemical yields.

Synthesis of Disubstituted γ-Butyrolactones and Spirocyclopropanes via Multicomponent Reaction of Aldehydes, Meldrum’s Acid and Sulfoxonium Ylides

2021 ◽  
Author(s):  
Shan-Shan Li ◽  
Qi Qin ◽  
Zhuang Qi ◽  
Li-Miao Yang ◽  
Yun Kang ◽  
...  
Keyword(s):  
Multicomponent Reaction ◽  
Aromatic Aldehydes ◽  
Efficient Synthesis ◽  
Meldrum's Acid ◽  
Meldrum’S Acid ◽  
Mild Conditions

An efficient synthesis of disubstituted γ-butyrolactones and spirocyclopropanes via multicomponent reaction of aldehydes, Meldrum’s acid and sulfoxonium ylides has been developed. Under mild conditions, electron-rich aromatic aldehydes reacted with Meldrum’s...

An Expeditious One-Pot Three-Component Synthesis of 4-Aryl-3,4-dihydrobenzo[g] quinoline-2,5,10(1H)-triones under Green Conditions

2020 ◽  
Vol 23 (23) ◽  
pp. 2626-2634
Author(s):  
Saiedeh Kamalifar ◽  
Hamzeh Kiyani
Keyword(s):  
Reaction Medium ◽  
Meldrum's Acid ◽  
Meldrum’S Acid ◽  
One Pot ◽  
One Pot Synthesis ◽  
Substituted Benzaldehydes ◽  
High Yields ◽  
First Time ◽  
Green Conditions

: An efficient and facial one-pot synthesis of 4-aryl-3,4-dihydrobenzo[g]quinoline- 2,5,10(1H)-triones was developed for the first time. The process proceeded via the three-component cyclocondensation of 2-amino-1,4-naphthoquinone with Meldrum’s acid and substituted benzaldehydes under green conditions. The fused 3,4-dihydropyridin-2(1H)- one-ring naphthoquinones have been synthesized with good to high yields in refluxing ethanol as a green reaction medium. This protocol is simple and effective as well as does not involve the assistance of the catalyst, additive, or hazardous solvents.

One-pot multicomponent synthesis of β-acetamidoketones catalysed by pTSA1

2007 ◽  
Vol 85 (7-8) ◽  
pp. 479-482 ◽  
Author(s):  
Biswanath Das ◽  
Kongara Ravinder Reddy ◽  
Yallamalla Srinivas ◽  
Rathod Aravind Kumar
Keyword(s):  
Multicomponent Reaction ◽  
Acetyl Chloride ◽  
Reaction Times ◽  
Aromatic Aldehydes ◽  
Catalytic Amount ◽  
Multicomponent Synthesis ◽  
One Pot ◽  
High Yields ◽  
Three Component Coupling

A catalytic amount of pTSA has been found to be effective to carry out a one-pot three-component coupling of aromatic aldehydes, enolizable ketones or ketoesters, and acetonitrile in the presence of acetyl chloride to afford β-acetamidoketones in high yields. Short reaction times and inexpensive catalyst are main advantages of this protocol.Key words: β-acetamidoketone, pTSA, multicomponent reaction, diastereoselectivity.

One Pot Synthesis of Monoalkylated and Mixed, Dialkylated Meldrum's Acid Derivatives

2004 ◽  
Vol 34 (1) ◽  
pp. 25-32 ◽  
Author(s):  
Uday V. Desai ◽  
D. M. Pore ◽  
R. B. Mane ◽  
S. B. Solabannavar ◽  
P. P. Wadgaonkar
Keyword(s):  
Meldrum's Acid ◽  
Meldrum’S Acid ◽  
One Pot ◽  
One Pot Synthesis ◽  
Meldrum's Acid Derivatives

Meldrum's acid in organic synthesis. 1. A convenient one-pot synthesis of ethyl indolepropionates

1978 ◽  
Vol 19 (20) ◽  
pp. 1759-1762 ◽  
Author(s):  
Yuji Oikawa ◽  
Hitoshi Hirasawa ◽  
Osamu Yonemitsu
Keyword(s):  
Organic Synthesis ◽  
Meldrum's Acid ◽  
Meldrum’S Acid ◽  
One Pot ◽  
One Pot Synthesis
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