Photochemical transformations of 1,10-decylbischromones: effect of spacer length

Yusuf, Mohamad; Kumar, Rupesh; Gupta, Satish C.

doi:10.3998/ark.5550190.0007.f04

Cited by 4 publications

(1 citation statement)

References 11 publications

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“…The photochemical reaction of C=O compounds leads to the formation of many exotic carbocyclic and heterocyclic compounds, and these reactions are initiated through the intramolecular H-abstraction by the photoexcited carbonyl group from the γ and δ position to give 1, 4 and 1, 5-biradicals which finally collapse to the generation of many unique heterocyclic products [ 13 – 20 ]. 2-Aryl-3-alkoxy-chromen-4-one is such substrates which can undergo γ H-abstraction to provide pyran derivatives from the cyclisation reaction of 1, 4-biradical and 2-aryl ring [ 21 – 23 ]. The bischromen-4-one is the bichromophoric molecules which are formed by joining two chromen-4-one moieties together through the carbon chain of varying length and structure, and photochemical reaction of these compounds may produce some interesting heterocyclic compounds.…”

Section: Introductionmentioning

confidence: 99%

Photoinduced Synthesis of New Diisochromenochromen-4-ones and Their Antimicrobial Activities

Yusuf

Solanki

Jain

2012

The Scientific World Journal

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The diisochromenochromen-4-one 3a-3b, 4a-4c, 5a-6a & 7 have been prepared from the photocyclization reaction of bischromen-4-one 2a-2e. The later compounds are obtained from the O-alkylation of the suitable 3-hydroxy-2-aryl-4H-chromen-4-one 1a-1e with 4,4′-bischloromethyl-diphenyl in dry acetone, anhydrous K2CO3, and PTC (Bu4N+I−) under refluxing conditions. The structures of compounds 2a-2e, 3a-3b, 4a-4c, 5a-6a & 7 have been characterized from the rigorous analysis of their IR, 1H-NMR, 13C-NMR, ESI-Mass, and elemental analysis. The antibacterial and antifungal activities of the synthesized products were also evaluated against the Klebsiella pneumoniae, Pseudomonas aeruginosa, Escherichia coli, Staphylococcus aureus, Bacillus subtilis, and Aspergillus janus and Penicillium glabrum, respectively. Some of the tested compounds showed significant activity against the above-said microorganisms.

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Section: Introductionmentioning

confidence: 99%

Photoinduced Synthesis of New Diisochromenochromen-4-ones and Their Antimicrobial Activities

Yusuf

Solanki

Jain

2012

The Scientific World Journal

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Photocyclisations of some 3‐alkoxy‐2‐thienylchromones

Yusuf

Kumar

Gupta

2008

Journal of Heterocyclic Chem

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Synthesis of Xanthenones: A Review

et al. 2016

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Xanthenones constitute one of the most important classes of the naturally occurring organic compounds produced by many microorganisms. They exhibit many biological activities e. g., antibacterial, analgesics, antipyretics, cofactors etc. Structurally, these are the linear tricyclic compounds usually having O‐heteroatom and carbonyl group. The xanthenone scaffold can be considered as a privileged structure as a lead for the search of new bioactive molecules. Being of pervasive importance, their synthesis by conventional thermal methods has been the subject of many studies. The recent strategies in synthetic organic chemistry concerning the synthesis of novel organic compounds having diverse applications mainly aims at improvement in atom as well as cost efficiency, avoidance of toxic reagents, and reduction in waste. In this context, photochemical reactions are relevant both from economical as well as from ecological point of view and also obey the demands of “green chemistry” or of an “ideal synthesis”. This article presents a review on the synthetic methodologies of the xanthenones‐ thermal (2012 onwards) and photochemical in addition to our own work on their synthesis.

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Photochemical transformations of 1,10-decylbischromones: effect of spacer length

Abstract: Photocyclizations of 1,10-decylbischromones occurring through intramolecular H-abstractions involving 1,4-biradicals have been described. Here, the length of the extended spacer unit has affected the yield and distribution of the photoproducts.

Cited by 4 publications

References 11 publications

Photoinduced Synthesis of New Diisochromenochromen-4-ones and Their Antimicrobial Activities

Photoinduced Synthesis of New Diisochromenochromen-4-ones and Their Antimicrobial Activities

Photocyclisations of some 3‐alkoxy‐2‐thienylchromones

Synthesis of Xanthenones: A Review

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