2010
DOI: 10.1039/b924319d
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Synthesis, in vitro and in vivo antimalarial assessment of sulfide, sulfone and vinyl amide-substituted 1,2,4-trioxanes prepared via thiol-olefin co-oxygenation (TOCO) of allylic alcohols

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Cited by 17 publications
(12 citation statements)
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“…A C C E P T E D ACCEPTED MANUSCRIPT 83 group R 2 such as ketone, ester, amide and nitro (Scheme 134). 230 The electrophilic dialkylphosphonyl radicals selectively added to the β-position of the aryl vinyl to form benzyl radicals.…”
Section: Scheme 133mentioning
confidence: 98%
See 1 more Smart Citation
“…A C C E P T E D ACCEPTED MANUSCRIPT 83 group R 2 such as ketone, ester, amide and nitro (Scheme 134). 230 The electrophilic dialkylphosphonyl radicals selectively added to the β-position of the aryl vinyl to form benzyl radicals.…”
Section: Scheme 133mentioning
confidence: 98%
“…82 They also employed this reaction in the synthesis of other 1,2,4-trioxepanes derivatives. 83 The Yadav group reported AgNO 3 -catalyzed oxysulfonylation of alkenes in the presence of air and K 2 S 2 O 8 as oxidants. 84 Sulfenyl radicals generated from thiophenols added to alkenes followed by oxidation with oxygen to from β-hydroxysulfides 72 and then with K 2 S 2 O 8 to form …”
Section: A N U S C R I P Tmentioning
confidence: 99%
“…Compounds with high antimalarial [ 11 23 ], antihelminthic [ 24 28 ], and antitumor activities [ 29 34 ] were found among natural, semisynthetic, and synthetic peroxides. The main biologically active frame of these compounds includes five-membered 1,2-dioxolane [ 35 37 ], 1,2,4-trioxolane [ 38 39 ], and six-membered 1,2-dioxane [ 40 42 ], 1,2-dioxene [ 43 ], 1,2,4-trioxane [ 22 , 44 45 ] cycles. The naturally occuring peroxide artemisinin and its semisynthetic derivatives, artemether, arteether, and artesunate, are applied in large scale for malaria treatment [ 46 – 47 ].…”
Section: Introductionmentioning
confidence: 99%
“…In the second step (condensation), cyclopentanone, cyclohexanone, tert -butylcyclohexanone, 1,4-cyclohexanedione, cyclododecanone, and adamantanone were employed. 1,2,4-Trioxanes 339 were prepared in 25–68% yields in two steps [120,393]. …”
Section: Reviewmentioning
confidence: 99%
“…In the course of the large-scale search for synthetically accessible and cheap antimalarial peroxides (compared with natural and semi-synthetic structures), it was found that structures containing 1,2-dioxolane [8890], 1,2,4-trioxolane [91–101], 1,2-dioxane [102112], 1,2-dioxene [113119], 1,2,4-trioxane [120127] or 1,2,4,5-tetraoxane rings [128146] exhibit pronounced activity, and in some cases, even superior to that of artemisinin.…”
Section: Introductionmentioning
confidence: 99%