2014
DOI: 10.1080/17518253.2014.898800
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A green synthesis of thieno[2,3-c]xanthen-6-ones through the tandem photochemical sigmatropic shift and cyclization

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Cited by 1 publication
(3 citation statements)
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“…The 1 H NMR spectral analysis of the photolysate also indicated the formation of a trace amount of pyranochromenones 9 (singlet at δ 6.8 ppm and doublet at δ 5.3 ppm), with no formation of xanthenones 10, similar to those obtained from the photolytic studies 15,17,35 on 3-( prop-2nyloxy)-2-(thiophen-3-yl)-4H-chromen-4-ones. However, these products, being in trace amounts, could not be isolated in spite of our best efforts.…”
Section: Photochemical and Photobiological Sciences Papersupporting
confidence: 75%
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“…The 1 H NMR spectral analysis of the photolysate also indicated the formation of a trace amount of pyranochromenones 9 (singlet at δ 6.8 ppm and doublet at δ 5.3 ppm), with no formation of xanthenones 10, similar to those obtained from the photolytic studies 15,17,35 on 3-( prop-2nyloxy)-2-(thiophen-3-yl)-4H-chromen-4-ones. However, these products, being in trace amounts, could not be isolated in spite of our best efforts.…”
Section: Photochemical and Photobiological Sciences Papersupporting
confidence: 75%
“…The exceptional behaviour of the propargyl 1,4-biradical in forming photoproducts via unsaturated carbenes 12,13 has been investigated by Agosta and Margaretha, 14 and has encouraged us to study the photochemistry of chromenones containing the propargyl group. [15][16][17] In these studies, it was observed that the propynyloxy group behaved in many ways, such as as a suitable candidate for H abstraction followed by ring closure, in tandem electrocyclisation and rearrangement, and in intramolecular Paterno-Buchi cyclisation. In most of these reactions, xanthenones are the main photoproducts.…”
Section: Introductionmentioning
confidence: 99%
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