Mercury(II) trifluoroacetate-mediated transformation of 3-bromo-1-phenylprop-2-ynyl aryl ethers; a novel synthesis of flavanones
01 Jan 1990-Journal of The Chemical Society, Chemical Communications (The Royal Society of Chemistry)-Iss: 21, pp 1469-1470
TL;DR: In this paper, the synthesis and trifluoroacetate mediated transformation of 3-bromo-1-phenylprop-2-ynyl aryl ethers to flavanones is reported.
Abstract: The synthesis and mercury(II) trifluoroacetate mediated transformation of 3-bromo-1-phenylprop-2-ynyl aryl ethers to flavanones is reported.
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TL;DR: L-Proline is utilized as an efficient organocatalyst for the synthesis of substituted flavanones and chalcones in good yields as mentioned in this paper, which is proved with a variety of substrates ranging from electron-deficient to electron-rich aryl aldehydes and 2-hydroxyacetophenones.
68 citations
03 Jul 2018
TL;DR: An efficient, green, and sustainable synthesis of new hybrid molecules containing flavanone with triazole by merging the Michael addition and Click reaction using a copper oxide/reduced graphene oxide nanocomposite in one pot is reported.
Abstract: An efficient, green, and sustainable synthesis of new hybrid molecules containing flavanone with triazole by merging the Michael addition and Click reaction using a copper oxide/reduced graphene oxide nanocomposite in one pot is reported. The catalyst can easily be recycled and reused in seven consecutive runs without compromising the product yields. Other notable advantages include using water as a reaction medium and obtaining good to excellent yields, low catalyst loading, high atom efficiency, high substrate variation, and good results in the gram scale reaction.
59 citations
TL;DR: In this paper, the co-ordination modes of alkynyl ligands and their migration and chemical activation were discussed, and the precursors for the preparation of bi- or poly-nuclear platinum complexes bridged only by alkynially ligands were described.
Abstract: Recent advances in the preparation of bi- or poly-nuclear platinum complexes bridged only by alkynyl ligands are described. Emphasis is placed not only on the co-ordination modes of alkynyl ligands but also on their migration and chemical activation.
54 citations
TL;DR: In this article, a variety of functionalized flavanone derivatives and tetrahydropyrimidine derivatives were achieved under remarkably mild conditions and the combination of good to excellent yields, a simple work-up, and the high compatibility of functional groups makes this an attractive synthetic approach to access flavanones and tetrahedropyridine derivatives.
49 citations
TL;DR: In this article, a 1:1 molar ratio was obtained for the bis(η2-alkyne)mercury(II) compounds [NBu4]2[{cis-Pt(C6F5)2(CCSiMe3)2}HgBr2]·CH2Cl2 has been determined by X-ray diffraction methods.
Abstract: The reactions of [NBu4]2[cis-Pt(C6F5)2(CCR)2](R = But or SiMe3) with HgX2(X = Cl, Br or I) in a 1:1 molar ratio afforded the simple monomeric bis(η2-alkyne)mercury(II) compounds [NBu4]2[{cis-Pt(C6F5)2(CCR)2}HgX2](R = But or SiMe3; X = Cl, Br or I) in which both alkyne units are co-ordinated η2 side-on to the precursor mercury(II) halides. Similar treatment of [NBu4]2[Pt(CCR)4]·2H2O (R = But or SiMe3) with HgX2 in a 1:2 molar ratio gave the corresponding trinuclear 1:2 adducts. All the complexes have been characterized by analytical and spectroscopic data and, in addition, the molecular structure of [NBu4]2[{cis-Pt(C6F5)2(CCSiMe3)2}HgBr2]·CH2Cl2 has been determined by X-ray diffraction methods. The structure of the anion shows that the HgBr2 unit is attached to the dianionic fragment [Pt(C6F5)2(CCSiMe3)2]2– only through η2 side-on co-ordination of the two (trimethylsilyl)ethynyl ligands. The platinum–mercury distance is 3.627(1.5)A.
29 citations
References
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110 citations
TL;DR: A number of polyhydroxychalcones and -flavanones have been prepared for a spectrographic study of certain reduction products of the flavanones, finding the most generally suitable methods involve the condensation of a suitably substituted acetophenone and the appropriate benzaldehyde by means of alkali.
Abstract: A number of polyhydroxychalcones and -flavanones have been prepared for a spectrographic study of certain reduction products of the flavanones. la Most of the compounds prepared in the present study are not new and are mentioned only in those cases in which some revision of their properties appears to be necessary. Eight new chalcones and ten new flavanones are described, as well as acyl derivatives of all of these. Cha1cones.-fi considerable variety of methods are available for the preparation of polyhydroxychalcones. Although possessing certain limitations, the most generally suitable methods involve the condensation of a suitably substituted acetophenone and the appropriate benzaldehyde by means of alkali. Most of the compounds describejd here were prepared by this general procedure. The use of Russell’s2 method was found necessary in a few cases. The preparation of certain chalcones containing the 2’-hydroxy-
106 citations