Alkylating esterification of 1‐hydroxy‐3‐phospholene oxides under solventless MW conditions

Bálint, Erika; Jablonkai, Erzsébet; Bálint, Mária; Keglevich, György

doi:10.1002/hc.20596

Cited by 47 publications

(18 citation statements)

References 11 publications

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“…This is shown on the example of the alkylation of 1-hydroxy-3-phospholene oxides 10 (Scheme 3.12, Table 3.3) [24,31]. During the alkylations, similarly to that of phenols, the combined application of MW irradiation and PTC was found to be synergistic [32,33].…”

Section: Alkylating Esterification Of Phosphinic Acidsmentioning

confidence: 92%

The Use of MW in Organophosphorus Chemistry

Keglevich

Bálint²,

Kiss

2016

SpringerBriefs in Molecular Science

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The third chapter summarizes a special field, the application of the microwave (MW) technique in the synthesis of organophosphorus compounds. On the one hand, reactions are shown that are otherwise rather reluctant on traditional thermal heating. On the other hand, reactions are discussed, which, became more efficient (shorter reaction times and higher yields) on MW irradiation. Finally, the simplification of catalytic systems under MW conditions are surveyed.

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Section: Alkylating Esterification Of Phosphinic Acidsmentioning

confidence: 92%

The Use of MW in Organophosphorus Chemistry

Keglevich

Bálint²,

Kiss

2016

SpringerBriefs in Molecular Science

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“…This procedure involves the MW-assisted solvent-free reaction of 1-hydroxy-3-phospholene oxides (Scheme 1/C) or 1-hydroxyphospholane oxides, or even a 1-hydroxy-1,2,3,4,5,6-hexahydrophosphinine oxide with alkyl halides in the presence of K2CO3 as the base under S-L phase transfer (PT) catalytic conditions. The cyclic phosphinates were obtained in yields of 73-95% [19][20][21]. It was found that in case of using alkyl halides with normal reactivity (e.g.…”

Section: Possible Syntheses Of Phosphinates With Stress On the Mw-assmentioning

confidence: 99%

<strong>The potential and scope of the microwave tool; A case study on the synthesis of phosphinates </strong>

Keglevich

Kiss

2017

Proceedings of the 21st International Electronic Conference on Synthetic Organic Chemistry

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Microwave (MW) irradiation has had a positive impact also on organophosphorus chemistry. This is demonstrated via the synthesis of phosphinates from phosphinic acids. The scope and limitations of the use of the MW technique, along with the modeling of the distribution of the beneficial effect of the local overheatings and the prediction of the acceleration is discussed. All these are possible on the basis of the energetics calculated for a selected esterification by quantum chemical methods.Keywords: phosphinic acid; phosphinate; microwave; ionic liquid; green chemistry; scope and limitation of the use of MW; modeling the effect of MW; conformation

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“…At the same time, when an alkyl halide with increased reactivity, such as benzyl bromide, was used, there was no need for the catalyst [34,44,45]. The cyclic phosphinic acids 7, 8, 11, 13, and 15 were reacted with a series of alkyl halides in the presence of K 2 CO 3 under solvent-free and MW conditions (Scheme 7).…”

Section: Alkylating Esterification Of Cyclic Phosphinic Acidsmentioning

confidence: 99%

Application of Microwave Irradiation in the Synthesis of P-Heterocycles

Keglevich

2015

Green Synthetic Approaches for Biologically Relevant Heterocycles

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Alkylating esterification of 1‐hydroxy‐3‐phospholene oxides under solventless MW conditions

Cited by 47 publications

References 11 publications

The Use of MW in Organophosphorus Chemistry

The Use of MW in Organophosphorus Chemistry

<strong>The potential and scope of the microwave tool; A case study on the synthesis of phosphinates </strong>

Application of Microwave Irradiation in the Synthesis of P-Heterocycles

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Alkylating esterification of 1‐hydroxy‐3‐phospholene oxides under solventless MW conditions

Cited by 47 publications

References 11 publications

The Use of MW in Organophosphorus Chemistry

The Use of MW in Organophosphorus Chemistry

<strong>The potential and scope of the microwave tool; A case study on the synthesis of phosphinates&nbsp;</strong>

Application of Microwave Irradiation in the Synthesis of P-Heterocycles

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<strong>The potential and scope of the microwave tool; A case study on the synthesis of phosphinates </strong>