Rapid synthesis of sulfone derivatives as potential anti-infectious agents

Curti, Christophe; Laget, M.; Carle, Ann; Gellis, Armand; Vanelle, Patrice

doi:10.1016/j.ejmech.2006.12.015

Cited by 147 publications

(32 citation statements)

References 19 publications

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“…Colorless crystals, mp 138 °C (ethanol) (Lit. [47,48]: 136–138 °C), yield 92%. 1 H-NMR (CDCl 3 ), δ: 8.34 (d, J = 8.9 Hz, 2H), 8.15 (d, J = 8.9 Hz, 2H), 7.88 (d, J = 7.2 Hz, 2H), 7.64 (m, 3H), 4.77 (s, 2H).…”

Section: Methodsmentioning

confidence: 99%

Manganese(III) Acetate-mediated Oxidative Cyclization of a-Methylstyrene and trans-Stilbene with b-Ketosulfones

et al. 2013

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A convenient microwave irradiation protocol was utilized for the synthesis of β-ketosulfones 1–5 in good yields. These sulfones reacted with alkenes through a radical oxidative cyclization mediated by Mn(OAc)3. Dihydrofurans 6–10 were obtained in moderate to good yields starting from 1,1-disubstituted alkenes. Dihydrofurans 11–15 were synthesized in moderate yields and unexpected cyclopropanes 16–19 were obtained in low yields starting from 1,2-disubstituted alkenes. This protocol offers access to various dihydrofurans which could be tested for their antiparasitic potential.

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Section: Methodsmentioning

confidence: 99%

Manganese(III) Acetate-mediated Oxidative Cyclization of a-Methylstyrene and trans-Stilbene with b-Ketosulfones

et al. 2013

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“…An ethanolic solution of chloride 9 was then added to sodium phenylsulfinates 11 and potassium iodide and stirred under reflux for an additional hour to give sulfone 12. 11 The lactam 12 was then activated with POCl 3 to provide 4-chloro-thienopyrimidine 13. The key intermediate 13 was treated with a variety of aryl boronic acids under microwave-assisted Suzuki coupling condition to produce the compounds 15-23 7d or with amines or phenol to afford derivatives 24, 25, and 26, respectively.…”

Section: Introductionmentioning

confidence: 99%

Serendipitous discovery of 2-((phenylsulfonyl)methyl)-thieno[3,2-d]pyrimidine derivatives as novel HIV-1 replication inhibitors

Kim¹,

Kwon²,

Lee³

et al. 2014

Bioorganic & Medicinal Chemistry Letters

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“…The reaction of cyano derivatives synthesized from both cyclization mediated by manganese(III) acetate and Suzuki-Miyaura cross-coupling reactions (12)(13)(14)(15)(16)(17)(18)(19)(20)(21)(22)(23)(24)(25)(26)(27)(28)(29)(30)(31), with hydroxylamine hydrochloride and potassium tert-butoxide in DMSO [30] led to conversion of the cyano group into amidoximes 32-51 in moderate to excellent yields (28-100%) as reported in Table 4. almost halves the reaction yield.…”

Section: A C C E P T E D Accepted Manuscriptmentioning

confidence: 99%

New series of monoamidoxime derivatives displaying versatile antiparasitic activity

Tabelé

Cohen

Curti

et al. 2014

European Journal of Medicinal Chemistry

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This is a PDF file of an unedited manuscript that has been accepted for publication. As a service to our customers we are providing this early version of the manuscript. The manuscript will undergo copyediting, typesetting, and review of the resulting proof before it is published in its final form. Please note that during the production process errors may be discovered which could affect the content, and all legal disclaimers that apply to the journal pertain. M A N U S C R I P T A C C E P T E D ACCEPTED MANUSCRIPT Graphical abstractNew series of monoamidoxime derivatives displaying versatile antiparasitic activity. This suggests that the amidoxime scaffold has properties that could make it a promising new antiparasitic pharmacophore. M A N U S C R I P T A C C E P T E D ACCEPTED MANUSCRIPT

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Rapid synthesis of sulfone derivatives as potential anti-infectious agents

Cited by 147 publications

References 19 publications

Manganese(III) Acetate-mediated Oxidative Cyclization of a-Methylstyrene and trans-Stilbene with b-Ketosulfones

Manganese(III) Acetate-mediated Oxidative Cyclization of a-Methylstyrene and trans-Stilbene with b-Ketosulfones

Serendipitous discovery of 2-((phenylsulfonyl)methyl)-thieno[3,2-d]pyrimidine derivatives as novel HIV-1 replication inhibitors

New series of monoamidoxime derivatives displaying versatile antiparasitic activity

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