First synthesis and oxidative properties of polymer-supported IBX

Mülbaier, Marcel; Giannis, Athanassios

doi:10.3998/ark.5550190.0004.624

Cited by 17 publications

(4 citation statements)

References 16 publications

(19 reference statements)

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“…The starting compounds were prepared according to reported methods: phenyl(methyl)phosphine oxide, 36 methyl 2-iodobenzoate, 37 methyl 2-iodo-6-methylbenzoate, 38 methyl 2-iodo-5-chlorobenzoate, 39 2-iodo-4-methoxybenzoic acid, 40 methyl 2-iodo-4-methoxybenzoate, 41 (2-methoxycarbonylphenyl)(methyl)phenylphosphine oxide ( 1a ), 15 [(2-methoxycarbonyl)-6-methylphenyl]methylphenylphosphine oxide ( 1b ), 15 [(2-methoxycarbonyl)-5-chlorophenyl]methylphenylphosphine oxide ( 1c ), 15 [(2-methoxycarbonyl)-4-methoxyphenyl]methylphenylphosphine oxide ( 1d ), 15 1-phenylbenzophospholan-3-one oxide ( 2a ), 15 , 42 1-phenyl-7-methylbenzophospholan-3-one oxide ( 2b ), 15 1-phenyl-6-chlorobenzophospholan-3-one oxide ( 2c ), 15 and 1-phenyl-5-methoxybenzophospholan-3-one oxide ( 2d ). 15 …”

Section: Methodsmentioning

confidence: 99%

Benzophosphol-3-yl Triflates as Precursors of 1,3-Diarylbenzophosphole Oxides

et al. 2023

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A simple method for the synthesis of 3-arylbenzophosphole oxides under Suzuki−Miyaura coupling conditions has been presented. It employs benzophosphol-3-yl triflate starting materials which, prior to our work, had not been used for the synthesis of 3-arylbenzophosphole oxides. The reactions proceed over 24 h and provide a library of 3-arylbenzophosphole oxides. The synthetic access to the benzophosphol-3-yl triflates has been improved. The preliminary photophysical properties of some 3-arylbenzophosphole oxides have been investigated by absorption and emission measurements. The theoretical calculations were performed to establish structure−property relationships.

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Section: Methodsmentioning

confidence: 99%

Benzophosphol-3-yl Triflates as Precursors of 1,3-Diarylbenzophosphole Oxides

et al. 2023

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“…The starting compounds were prepared according to reported methods: phenyl(methyl)phosphine oxide, 35 methyl 2-iodobenzoate, 36 methyl 2-iodo-6-methylbenzoate, 37 methyl 2-iodo-5-chlorobenzoate, 38 2-iodo-4-methoxybenzoic acid, 39 methyl 2-iodo-4-methoxybenzoate. 40 …”

Section: Methodsmentioning

confidence: 99%

Ring Opening of Triflates Derived from Benzophospholan-3-one Oxides by Aryl Grignard Reagents as a Route to 2-Ethynylphenyl(diaryl)phosphine Oxides

Ponikiewski

Sowa

2021

J. Org. Chem.

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A new simple method for the synthesis of 2-ethynylphenyl(diaryl)phosphine oxides via ring opening of benzophosphol-3-yl triflates has been developed. This process occurs via nucleophilic attack of a Grignard reagent at the phosphorus center, which results in ring opening and cleavage of a leaving group. The reaction proceeds under mild conditions and, within 15–60 min, leads to a library of previously unavailable 2-ethynylphenylphosphine oxides in yields up to 98%.

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“…67,216 The preparation and application of polymer-supported IBX in oxidation reactions has been described. 217,218 IBX immobilized in the ionic liquid [bmim][Br] was used in the oxidation of alcohols and in the dehydrogenation of ketones (cf. section 4.1).…”

Section: Oxidations Using Ibxmentioning

confidence: 99%