VI.—On the artificial production of coumarin and formation of its homologues

Perkin, W. H.

doi:10.1039/js8682100053

Cited by 135 publications

(77 citation statements)

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“…It is mentioned that the various methods for the preparation of cinnamic acid derivatives such as Perkin reaction [84], enzymatic method, Knoevenagel condensation, phosphorous oxychloride method and Claisen-Schmidt condensations has some or the other drawbacks or loopholes like low yield, loss of catalytic activity of enzyme, long duration of reaction time, ozone layer depletion caused by CCl4 and tedious synthetic procedure, etc. Hence, the Heck reaction using various novel supported catalysts is by far the best for the synthesis of cinnamic acid derivatives.…”

Section: Pharmaceuticalsmentioning

confidence: 99%

Heck Reaction—State of the Art

Jagtap¹

2017

Catalysts

182

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Abstract:The Heck reaction is one of the most studied coupling reactions and is recognized with the Nobel Prize in Chemistry. Thousands of articles, hundreds of reviews and a number of books have been published on this topic. All reviews are written exhaustively describing the various aspects of Heck reaction and refer to the work done hitherto. Looking at the quantum of the monographs published, and the reviews based on them, we found a necessity to summarize all reviews on Heck reaction about catalysts, ligands, suggested mechanisms, conditions, methodologies and the compounds formed via Heck reaction in one review and generate a resource of information. One can find almost all the catalysts used so far for Heck reaction in this review.

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Section: Pharmaceuticalsmentioning

confidence: 99%

Heck Reaction—State of the Art

Jagtap¹

2017

Catalysts

182

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“…As shown in Fig. 2a, he made a coumarin by treating the sodium salt of ortho-hydroxybenzaldehyde (also known as salicylic aldehyde) with acetic anhydride [6][7][8]. Since the report of famous coumarin synthesis, many other novel methods have been developed by Pechmann [9][10][11], Claisen [12], Knoevenagel [13,14], Reformatsky [15], and Wittig [16] for the synthesis of pyrone-ring moieties in coumarins.…”

Section: Coumarin-based Targeted Approachmentioning

confidence: 99%

Discovery of New Fluorescent Dyes: Targeted Synthesis or Combinatorial Approach?

Kim

Park

2010

Springer Series on Fluorescence

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Because of their advantageous properties, fluorescent organic molecules have been used extensively in various applications. Despite the high demand for fluorophores, there are only a limited number of fluorescent organic core skeletons with sufficient flexibility in their synthetic strategies. The rational design of fluorescent probes having desirable photophysical properties is still far from being achieved because of the complexity of underlying photophysical phenomena of fluorescent small molecules. To study and improve the photophysical properties of fluorescent core skeletons, many efforts have been pursued. Traditionally, targeted approach had been used to rationally study the photophysical properties of known fluorescent core skeleton. On the other hand, recent studies showed that combinatorial approach can act as a powerful tool to discover or develop novel fluorescent probes. Through a comparison between targeted synthesis and combinatorial approach in the study of fluorescent organic compounds, we can conclude that the targeted synthesis with rational design and systematic modification using combinatorial approach are complementary to each other for the discovery of novel, small molecules with desired photophysical properties.

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“…One feasible route would be the synthesis of phenylcoumarins with subsequent reduction. [26] Condensation-cyclisation-type reactions like Knoevenagel, [27] Perkin [28] and Pechmann [29] reactions were commonly used, starting from aromatic carbonyl building blocks. Of this selection, the Perkin condensation is the most direct route to 3-arylcoumarins.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of 3‐Arylated 3,4‐Dihydrocoumarins: Combining Continuous Flow Hydrogenation with Laccase‐Catalysed Oxidation

Suljić

Pietruszka

2014

Adv Synth Catal

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A convenient arylation of diverse 3,4-dihydrocoumarins with a number of catechols is described leading to a new class of compounds. As key step, a laccase-catalysed oxidation/Michael addition sequence is applied using commercially available laccase from Agaricus bisporus. 3,4-Dihydrocoumarins were obtained in a rapid and facile two-step sequence starting from salicylaldehydes: The corresponding coumarins were synthesised through a Knoevenagel condensation in up to 83% yield followed by a quantitative reduction performed in a flow system. Combining the reductive flow reaction with the laccase-catalysed arylation also led to successful consecutive one-pot approaches. Overall, the enzyme-catalysed arylations were carried out with yields ranging from 63 to 94%.

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VI.—On the artificial production of coumarin and formation of its homologues

Abstract: On the Artaftcial Production of Cournaih and Formation oj* its Homologues.

Cited by 135 publications

References 0 publications

Heck Reaction—State of the Art

Heck Reaction—State of the Art

Discovery of New Fluorescent Dyes: Targeted Synthesis or Combinatorial Approach?

Synthesis of 3‐Arylated 3,4‐Dihydrocoumarins: Combining Continuous Flow Hydrogenation with Laccase‐Catalysed Oxidation

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