scholarly journals Functionalization of Meldrum’s Acid by Diels‒Alder Approach

Heterocycles ◽  
2022 ◽  
Vol 104 (3) ◽  
Author(s):  
Sambasivarao Kotha ◽  
Vidyasagar Gaikwad
Keyword(s):  
Diels Alder ◽  
Meldrum's Acid ◽  
Meldrum’S Acid

Methyleneketenes and methylenecarbenes. XI. Rearrangements of cycloalkylidenecarbenes

1978 ◽  
Vol 31 (2) ◽  
pp. 327 ◽  
Author(s):  
GJ Baxter ◽  
RFC Brown
Keyword(s):  
Diels Alder ◽  
Ring Size ◽  
Meldrum's Acid ◽  
Meldrum’S Acid ◽  
Flash Vacuum Pyrolysis ◽  
Vacuum Pyrolysis

The products of flash vacuum pyrolysis of the cycloalkylidene derivatives (3) of Meldrum's acid at 480-640° are rationalized in terms of formation of the cycloalkylidenecarbenes (1; ring size n = 4-8)and their rearrangement to cycloalkynes, to bicyclic cyclopropenes (e.g. (7)), or to further products derived from these. Pyrolysis of the 3,3-dimethylcyclobutylidene derivative (3h) gave 3,5-dimethylphenol, probably formed by cyclization of the (Z)-hexatrienone (22). ��� The tetrahydrofuran-3-ylidene derivative (3i) gave butatriene and formaldehyde as major products of pyrolysis; these may be formed by retro-Diels-Alder fission of the heterocycloalkyne (27).

Synthesis of Spiro Barbiturates and Meldrum’s Acid Derivatives via a [2+2+2] Cyclotrimerization

Synthesis ◽  
2018 ◽  
Vol 50 (24) ◽  
pp. 4883-4888 ◽  
Author(s):  
Sambasivarao Kotha ◽  
Gaddamedi Sreevani
Keyword(s):  
Catalytic Amount ◽  
Alder Reaction ◽  
Diels Alder ◽  
Meldrum's Acid ◽  
Meldrum’S Acid ◽  
Diels Alder Reaction ◽  
Meldrum's Acid Derivatives

Intermolecular [2+2+2] cycloaddition of propargyl halides with 1,6-diynes was accomplished with a catalytic amount of Mo(CO)6 to generate benzyl halo barbiturates and Meldrum’s acid derivatives containing a spiro linkage. Furthermore, we have extended this methodology to synthesize linearly fused Meldrum’s acid derivatives via Diels–Alder reaction using rongalite chemistry.

Experimental and computational studies on the synthesis of diastereoselective natural-based Meldrum spiro dibenzofuran derivatives

2019 ◽  
Vol 43 (17) ◽  
pp. 6615-6621 ◽  
Author(s):  
Parvaneh Dastoorani ◽  
Mohammad A. Khalilzadeh ◽  
Fatemeh Khaleghi ◽  
Malek Taher Maghsoodlou ◽  
Werner Kaminsky ◽  
...  
Keyword(s):  
Natural Compound ◽  
Alder Reaction ◽  
Diels Alder ◽  
Aryl Halides ◽  
Knoevenagel Reaction ◽  
Computational Studies ◽  
Meldrum's Acid ◽  
Meldrum’S Acid ◽  
Diels Alder Reaction

Herein, a novel route to achieve chiral Meldrum spiro dibenzofuran derivatives was developed, which involved a 2,2-dimethyl-1,3-dioxane-4,6-dione (Meldrum's acid)-mediated Knoevenagel reaction of substituted aryl halides, followed by a Diels–Alder reaction with euparin as a natural compound.

Two convenient methods for the generation of “methylene meldrum's acid” for diels-alder reactions.

1985 ◽  
Vol 26 (27) ◽  
pp. 3195-3198 ◽  
Author(s):  
John F. Buzinkai ◽  
David M. Hrubowchak ◽  
Francis X. Smith
Keyword(s):  
Diels Alder ◽  
Meldrum's Acid ◽  
Meldrum’S Acid

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.

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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