Synthetic protocols on 6H-benzo[c]chromen-6-ones

A review

Research output: Contribution to journalReview article

3 Citations (Scopus)

Abstract

6H-Benzo[c]chromen-6-ones serve as core structures of secondary metabolites and are of considerable pharmacological importance. Natural sources produce limited quantities, hence the need for synthetic procedures for 6H-benzo[c]chromen-6-ones, which are herein reviewed. The literature describes protocols such as the Suzuki coupling reactions for the synthesis of biaryl, which then undergoes lactonization, reactions of 3-formylcoumarin (chromenones) with 1,3-bis(silylenol ethers), radical mediated cyclization of arylbenzoates, metal or base catalyzed cyclization of phenyl-2-halobenzoates and 2-halobenzyloxyphenols, and benzoic acid coupling with benzoquinone using electrophilic metal- based catalyst. The efficient and simple procedures are those involving the reactions of Michael acceptor (chromenones and chalcones) with 1,3- and 1,5-dicarbonyl compounds.

Original languageEnglish
Pages (from-to)1-27
Number of pages27
JournalTurkish Journal of Chemistry
Volume40
Issue number1
DOIs
Publication statusPublished - Jan 1 2016
Externally publishedYes

Fingerprint

Cyclization
Metals
Chalcones
Benzoic Acid
Ethers
Metabolites
Catalysts
6H-benzo(c)chromen-6-one
benzoquinone

All Science Journal Classification (ASJC) codes

  • Chemistry(all)

Cite this

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title = "Synthetic protocols on 6H-benzo[c]chromen-6-ones: A review",
abstract = "6H-Benzo[c]chromen-6-ones serve as core structures of secondary metabolites and are of considerable pharmacological importance. Natural sources produce limited quantities, hence the need for synthetic procedures for 6H-benzo[c]chromen-6-ones, which are herein reviewed. The literature describes protocols such as the Suzuki coupling reactions for the synthesis of biaryl, which then undergoes lactonization, reactions of 3-formylcoumarin (chromenones) with 1,3-bis(silylenol ethers), radical mediated cyclization of arylbenzoates, metal or base catalyzed cyclization of phenyl-2-halobenzoates and 2-halobenzyloxyphenols, and benzoic acid coupling with benzoquinone using electrophilic metal- based catalyst. The efficient and simple procedures are those involving the reactions of Michael acceptor (chromenones and chalcones) with 1,3- and 1,5-dicarbonyl compounds.",
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Synthetic protocols on 6H-benzo[c]chromen-6-ones : A review. / Mazimba, Ofentse.

In: Turkish Journal of Chemistry, Vol. 40, No. 1, 01.01.2016, p. 1-27.

Research output: Contribution to journalReview article

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AB - 6H-Benzo[c]chromen-6-ones serve as core structures of secondary metabolites and are of considerable pharmacological importance. Natural sources produce limited quantities, hence the need for synthetic procedures for 6H-benzo[c]chromen-6-ones, which are herein reviewed. The literature describes protocols such as the Suzuki coupling reactions for the synthesis of biaryl, which then undergoes lactonization, reactions of 3-formylcoumarin (chromenones) with 1,3-bis(silylenol ethers), radical mediated cyclization of arylbenzoates, metal or base catalyzed cyclization of phenyl-2-halobenzoates and 2-halobenzyloxyphenols, and benzoic acid coupling with benzoquinone using electrophilic metal- based catalyst. The efficient and simple procedures are those involving the reactions of Michael acceptor (chromenones and chalcones) with 1,3- and 1,5-dicarbonyl compounds.

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