Expedited Synthesis of Benzofuran-2-Carboxylic Acids via Microwave-Assisted Perkin Rearrangement Reaction.

18:28 EDT 4th July 2015 | BioPortfolio

Summary of "Expedited Synthesis of Benzofuran-2-Carboxylic Acids via Microwave-Assisted Perkin Rearrangement Reaction."

3-Halocoumarins are readily converted into benzofuran-2-carboxylic acids via a Perkin (coumarin-benzofuran ring contraction) rearrangement reaction. This rearrangement entails initial base catalyzed ring fission. The resulting phenoxide anion then attacks a vinyl halide to produce the final benzofuran moiety. We explored this reaction under microwave reaction conditions and were able to significantly reduce reaction times as well as obtain very high yields of a series of benzofuran-2-carboxylic acid derivatives.

Affiliation

Savannah State University, Department of Natural Sciences, College of Sciences and Technology, 3219 College Street, Savannah, GA 31404, USA.

Journal Details

This article was published in the following journal.

Name: Tetrahedron letters
ISSN: 0040-4039
Pages: 3319-3321

Links

PubMed Articles [9921 Associated PubMed Articles listed on BioPortfolio]

2-Oxo Driven Unconventional reactions: Microwave Assisted Approaches to Tetrahydrofuro3,2-doxazoles and Furanones.

A highly efficient, novel, microwave-assisted, metal-free, diastereoselective synthesis of tetrahydrofuro[3,2-d]oxazole is disclosed. The synthesis of napthoxazoles is achieved for the first time with...

Facile Synthesis of Spirocyclic Lactams from β-Keto Carboxylic Acids.

A facile synthesis of spirocyclic lactams starting from β-keto carboxylic acids via a one-pot cascade reaction involving a Curtius rearrangement and an intramolecular nucleophilic addition of the eno...

Microwave-Assisted Copper-Catalyzed Four Component Tandem Synthesis of 3-N-Sulfonylamidine Coumarins.

Microwave-assisted copper-catalyzed four-component tandem synthesis of 3-N-sulfonylamidine coumarins has been described by the coupling of salicylaldehydes, propiolates, sulfonyl azides and secondary ...

Microwave-Assisted Synthesis of a MK2 Inhibitor by Suzuki-Miyaura Coupling for Study in Werner Syndrome Cells.

Microwave-assisted Suzuki-Miyaura cross-coupling reactions have been employed towards the synthesis of three different MAPKAPK2 (MK2) inhibitors to study accelerated aging in Werner syndrome (WS) cell...

Orthogonal selectivity with cinnamic acids in 3-substituted benzofuran synthesis through C-H olefination of phenols.

A palladium catalyzed intermolecular annulation of cinnamic acids and phenols has been achieved for the selective synthesis of 3-substituted benzofurans. Isotope labeling, competition experiments, kin...

Clinical Trials [944 Associated Clinical Trials listed on BioPortfolio]

A Study to Investigate Effects of Omega-3 Carboxylic Acids and Dapagliflozin on Liver Fat Content in Diabetic Patients

This study is a double-blind randomized, placebo-controlled, parallel-group, 12 week study performed in up to 5 centres in Sweden to assess the effect of Omega-3 carboxylic acids and dapag...

Comparative Study of Microwave Radiometry and Ultrasonography for the Diagnosis of Acute Appendicitis

This study will evaluate the use of microwave radiometry in a population of patients diagnosed with acute appendicitis and treated with appendectomy. The main purpose of the study is to re...

Behaviors of Children Ages 15 Months to Five Years Around Microwave Ovens

The purpose of this study is to assess the typical behavior of children ages 15 months to five years around a microwave oven. The UCH Burn and Complex Wound Center has observed scald burn ...

A Study to Investigate How Common Pancreatic Exocrine Insufficiency (PEI) is in Patients With Type 2 Diabetes and Also to Investigate the Uptake of a Single Dose of EPANOVA® or OMACOR® in Patients With Different Degrees of PEI

This study is a 2-part open-label, randomized, crossover, multicenter, non-therapeutic Phase II study to investigate the presence of pancreatic exocrine insufficiency (PEI) in patients wit...

Effect of Branched Chain Amino Acids on Muscle

With aging, there is a decrease in muscle mass and function especially in the energy storehouses of cells called mitochondria. Amino acids, the building blocks of protein, and insulin hav...

Medical and Biotech [MESH] Definitions

Organic compounds containing the carboxy group (-COOH). This group of compounds includes amino acids and fatty acids. Carboxylic acids can be saturated, unsaturated, or aromatic.

Enzymes which catalyze the hydrolysis of carboxylic acid esters with the formation of an alcohol and a carboxylic acid anion.

Compounds consisting of chains of AMINO ACIDS alternating with CARBOXYLIC ACIDS via ester and amide linkages. They are commonly cyclized.

Carboxylic acids that have open-chain molecular structures as opposed to ring-shaped structures.

Carboxylic acids that have a homocyclic ring structure in which all the ring atoms are carbon.


Advertisement
 
Advertisement
 

Searches Linking to this Article