Chromium(VI) oxide-catalyzed oxidation of arenes with periodic acid

Yamazaki, Shigekazu

doi:10.1016/s0040-4039(01)00432-4

Cited by 59 publications

(25 citation statements)

References 23 publications

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“…Thus, substrate like 2-bromonaphthalene was subjected to Heck coupling with various olefinic esters. When 2, 4, and 5 were reacted with 2-bromonaphthalene in different ILs such as [bmim]PF 6 and TBAB using palladium acetate as a catalyst with or without phosphine ligand and triethylamine as the base (Scheme 1), the results obtained are summarized in Table 1.…”

Section: Resultsmentioning

confidence: 99%

“…The hydrophobic IL could be separated from the products and salt by-products by extraction through simple decantation of organic solvent and water, respectively. The yields obtained while using [bmim]PF 6 and TBAB as the solvent for the reactions were greater than those obtained with conventional solvents like DMF. The products obtained in these reactions were predominantly E isomers.…”

Section: Introductionmentioning

confidence: 83%

“…Further, in order to study the halide effect on the Heck reaction in [bmim]PF 6 , catalytic amount of TBAB was added in [bmim]PF 6 under previously optimized conditions without the use of phosphine ligand. The yields were quite comparable with those observed in [bmim]PF 6 alone and the reaction was completed in a shorter time (Entries 4, 7, 9, 11, 14, 16, 19).…”

Section: Issn 1424-6376mentioning

confidence: 99%

“…These are associated with antidiabetic, anticancer, antimalarial, antibacterial, antiinflammatory and antifungal activities [1][2][3][4] . Various 2-substituted 1,4-naphthoquinone derivatives can be prepared with ease starting from 2-bromonaphthalene using the Heck coupling reaction 5 , followed by oxidation 6 . Herein, we report the synthesis of new 2-substituted 1,4-naphthoquinones for evaluating their biological activities.…”

Section: Introductionmentioning

confidence: 99%

“…We have efficiently carried out the Heck coupling of 2-bromonaphthalene with various olefinic esters including α-substituted olefins in the ionic liquids, TBAB and [bmim]PF 6 . The hydrophobic IL could be separated from the products and salt by-products by extraction through simple decantation of organic solvent and water, respectively.…”

Section: Introductionmentioning

confidence: 99%

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Synthesis of novel 2-substituted 1,4-naphthoquinones using Heck reaction in ‘green’ reaction media

Mital¹,

Lad²,

Thakur³

et al. 2006

Arkivoc

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1,4-Naphthoquinones have been known to possess a wide spectrum of biological activities such as antidiabetic, antibacterial, antimalarial, anticancer and antifungal activities. An efficient, environmentally friendly two step process for synthesizing various 2-substituted 1,4-naphthoquinones is described, starting from 2-bromonaphthalene and olefinic substrates using the Heck reaction in an ionic liquid (IL) followed by oxidation. It provides for a rapid and "green" methodology for the synthesis of the biologically active 2-substituted 1,4-naphthoquinones.

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Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 83%

Section: Issn 1424-6376mentioning

confidence: 99%