- MeOTf/KI-catalyzed efficient synthesis of 2-arylnaphthalenesviacyclodimerization of styrene oxides
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The MeOTf/KI-catalyzed synthesis of 2-arylnaphthalene derivatives from aryl ethylene oxides in alcohol under ambient conditions is described. The present protocol has a higher atom efficiency and wider substrate applicability with excellent yields. The reaction proceeded using the aryl ethylene oxides to give 2-arylnaphthalenes either in homo-coupling or in cross-coupling. The reaction could also be carried out at the gram scale in minutes.
- Chen, Chao,Xi, Chanjuan,Zhang, Zeyu,Zou, Song
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supporting information
p. 8559 - 8565
(2021/10/20)
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- MeOTf-catalyzed formal [4?+?2] annulations of styrene oxides with alkynes leading to polysubstituted naphthalenes through sequential electrophilic cyclization/ring expansion
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MeOTf-catalyzed formal [4 + 2] annulation of styrene oxides with alkynes to afford polysubstituted naphthalenes has been realized, which undergoes sequential electrophilic cyclization/ring expansion. A range of substrates were tolerated in the formation of naphthalene derivatives with high regioselectivity in satisfactory yields. The reaction could also be carried out on gram scale.
- Chen, Chao,Xi, Chanjuan,Zhang, Zeyu,Zou, Song
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supporting information
(2021/12/30)
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- Synthesis of some electron-rich aryl(hetaryl)oxiranes under phase-transfer and homogeneous conditions
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Reactions of mono-, di-, and trimethoxybenzaldehydes with trimethylsulfonium methyl sulfate readily occur under mild homogeneous and heterogeneous phase-transfer conditions to give the corresponding aryloxiranes whose yields are comparable with those typi
- Afon'kin,Kostrikin,Shumeiko,Popov
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experimental part
p. 1776 - 1779
(2009/09/06)
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- Regioselective ring opening of epoxides with lithium azide
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Regioselective ring opening of substituted phenyloxirane was achieved with lithium azide/hexamethylphosphoramide by attack of azide at the non-benzylic position of the epoxide, leading to 1-aryl-2-azidoethanol.
- Guy,Doussot,Ferroud,Garreau,Godefroy-Falguieres
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p. 821 - 822
(2007/10/02)
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- Conformational Effects on the Activity of Drugs. 10. Synthesis, Conformation, and Pharmacological Properties of 1-(2,5-Dimethoxyphenyl)-2-aminoethanols and Their Morpholine Analogues
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In order to obtain a better understanding of the effects that structural parameters have on the changes of adrenergic activity when 1-aryl-2-aminoethanol derivatives are converted into their corresponding 2-arylmorpholine cyclic analogues, we synthesized 1-(2,5-dimethoxyphenyl)-2-aminoethanol derivatives 5-7 and their morpholine analogues 8-10.The preferred conformations of amino alcohols and their cyclic analogues have been determined through an 1H NMR and IR study.Compounds 5 and 6 showed both α-stimulating and α-blocking activity on rat vas deferens, the effect depending on the concentration employed; on the same isolated tissue, N-isopropyl derivative 7 and the morpholine analogues 8-10 exhibited only α-blocking activity.As for the β-adrenergic activity, only the open-chain compound 7 possessed a moderate blocking effect on isolated guinea pig atria.The results of this work seem to indicate that the changes of pharmacological activity involved in the transformation of the adrenergic drugs into their morpholine analogues are influenced more by characteristic features of the aromatic moiety than by the ethanolamine or propanolamine structure of the drug.
- Epifani, E.,Lapucci, A.,Macchia, B.,Macchia, F.,Tognetti, P.,et al.
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p. 254 - 259
(2007/10/02)
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