Isocyanide and Meldrum's acid-based multicomponent reactions in diversity-oriented synthesis: from a serendipitous discovery towards valuable synthetic approaches

RSC Advances ◽  
2016 ◽  
Vol 6 (63) ◽  
pp. 58142-58159 ◽  
Author(s):  
Ahmad Shaabani ◽  
Seyyed Emad Hooshmand
Keyword(s):  
Multicomponent Reactions ◽  
Molecular Diversity ◽  
Single Step ◽  
Atom Economy ◽  
Meldrum's Acid ◽  
Meldrum’S Acid ◽  
Diversity Oriented Synthesis ◽  
Synthetic Approaches

Multicomponent reactions, which lead to synthesis of target compounds with inherent molecular diversity, greater efficiency and atom economy, are single step types of reactions made from three or more reactants attract the attention of all chemists.

Recent Advances in the Application of Meldrum’s Acid in Multicomponent Reactions

2017 ◽  
Vol 3 (4) ◽  
pp. 328-345
Author(s):  
Ankita Chaudhary ◽  
Pooja Saluja ◽  
Jitender M. Khurana
Keyword(s):  
Multicomponent Reactions ◽  
Meldrum's Acid ◽  
Meldrum’S Acid ◽  
Recent Advances

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.

Asymmetric Synthesis of Fused Tetrahydroquinolines via Intramolecular Aza-Diels-Alder Reaction of ortho-Quinone Methide Imines

Synthesis ◽  
2021 ◽  
Author(s):  
Fabian Hofmann ◽  
Cornelius Gärtner ◽  
Martin Kretzschmar ◽  
Christoph Schneider
Keyword(s):  
Asymmetric Synthesis ◽  
Alder Reaction ◽  
Single Step ◽  
Diels Alder ◽  
Quinone Methide ◽  
Bronsted Acid ◽  
Atom Economy ◽  
Diels Alder Reaction ◽  
Brönsted Acid ◽  
Chiral Bronsted Acid

Aza-Diels Alder reactions are straightforward processes in the construction of N-heterocycles, featuring inherent atom-economy and stereospecificity. Intramolecular strategies allow formation of bicyclic core structures with up to three stereocenters within a single step. Herein, this concept is combined with the chemistry of chiral Brønsted acid-bound ortho-quinone methide imines generating a range of interesting fused tetrahydro-quinolines in a diastereo- and enantioselective manner.

scholarly journals Cover Feature: Cp*Rh(III)‐Catalyzed C8 C−H Alkylation of Quinoline N ‐Oxides with Diazo Meldrum's Acid (Eur. J. Org. Chem. 3/2021)

2021 ◽  
Vol 2021 (3) ◽  
pp. 325-325
Author(s):  
Malcolm P. Huestis ◽  
Jean‐Philippe Leclerc ◽  
Robin Larouche‐Gauthier ◽  
Samuel Aubert‐Nicol ◽  
Arun Yadav ◽  
...  
Keyword(s):  
Meldrum's Acid ◽  
Meldrum’S Acid
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