Catalyst and solvent-free, ultrasound promoted rapid protocol for the one-pot synthesis of α-aminophosphonates at room temperature

Dar, Bashir Ahmad; Singh, Amrinder; Sahu, Akshya; Patidar, Praveen; Chakraborty, Arup; Sharma, Meena; Singh, Baldev

doi:10.1016/j.tetlet.2012.07.123

Cited by 39 publications

(7 citation statements)

References 30 publications

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“…Ultrasound activation allowed a solvent- and catalyst-free condensation of aniline and benzaldehyde derivatives with triethyl phosphite ( Scheme 71 ) [ 103 ].…”

Section: Kabachnik–fields Reactions Applying Trialkyl Phosphites or Related Derivatives As The P Reagentmentioning

confidence: 99%

Synthesis of α-Aminophosphonates and Related Derivatives; The Last Decade of the Kabachnik–Fields Reaction

Varga

Keglevich

2021

Molecules

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The Kabachnik–Fields reaction, comprising the condensation of an amine, oxo compound and a P-reagent (generally a >P(O)H species or trialkyl phosphite), still attracts interest due to the challenging synthetic procedures and the potential biological activity of the resulting α-aminophosphonic derivatives. Following the success of the first part (Molecules 2012, 17, 12821), here we summarize the synthetic developments in this field accumulated in the last decade. The procedures compiled include catalytic accomplishments as well as catalyst-free and/or solvent-free “greener” protocols. The products embrace α-aminophosphonates, α-aminophosphinates, and α-aminophosphine oxides along with different bis derivatives from the double phospha-Mannich approach. The newer developments of the aza-Pudovik reactions are also included.

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“…Ultrasound activation allowed a solvent- and catalyst-free condensation of aniline and benzaldehyde derivatives with triethyl phosphite ( Scheme 71 ) [ 103 ].…”

Section: Kabachnik–fields Reactions Applying Trialkyl Phosphites or Related Derivatives As The P Reagentmentioning

confidence: 99%

Synthesis of α-Aminophosphonates and Related Derivatives; The Last Decade of the Kabachnik–Fields Reaction

Varga

Keglevich

2021

Molecules

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“…Charansing Gill et al, 35 have reported the use of 5% KHPO 4 catalyst for the synthesis of α-aminophosphonates via one pot reaction of aldehydes amines and triethyl phosphite under solvent free condition at room temperature for 30-60 minutes in high yield (Scheme 11…”

Section: Scheme 10mentioning

confidence: 99%

Review on the Synthesis of α-Aminophosphonate Derivatives

2019

Chem Sci Trans

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α-Aminophosphonates are bioesters of amino acids and have several pharmacological activities. The high therapeutic properties of these compounds have encouraged researchers to synthesize new α-aminophosponate derivatives by Kabachnik field reaction and by Pudovik reaction by using different catalyst, under microwave irradiation, sonication etc. This article aims to review the work reported by researchers under different conditions and their biological activities.

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“…61 Recently, Dar and co-workers reported on a high-yielding and fast ultrasound-promoted synthesis of aromatic αaminophosphonates via the condensation of appropriate carbonyl compounds, amines and triethylphosphite under solvent-and catalyst-free conditions. 62 The reactions pro-ceeded well at room temperature, affording the desired products in good to excellent yields (81-99%) and in very short reaction times on the order of 20-45 seconds. Similar reactions in organic solvents proceed with much lower yields.…”

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confidence: 94%

Environmentally Benign Syntheses of α-Substituted Phosphonates: Preparation of α-Amino- and α-Hydroxyphosphonates in Water, in Ionic Liquids, and under Solvent-Free Conditions

Olszewski¹

2014

Synthesis

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Due to the interest in α-amino-and α-hydroxyphosphonates and their derivatives, which arises from the important biological activity exhibited by those compounds, the development of efficient protocols for their preparation is of great importance. In the last 10 years however, the chemistry of α-amino and α-hydroxyphosphonates has been witness to an explosion of research activities in the field of application of environmentally benign media. This fact can be partially attributed to the development of the field of green and sustainable chemistry and especially the implementation of green solvents that has a large potential to contribute to more sustainable processes in chemical, pharmaceutical and processing industries. This review provides the reader with an in-depth overview of advances in the synthesis of α-amino-and α-hydroxyphosphonates under eco-friendy conditions compiled into sections with respect to product type and reaction medium.

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Catalyst and solvent-free, ultrasound promoted rapid protocol for the one-pot synthesis of α-aminophosphonates at room temperature

Cited by 39 publications

References 30 publications

Synthesis of α-Aminophosphonates and Related Derivatives; The Last Decade of the Kabachnik–Fields Reaction

Synthesis of α-Aminophosphonates and Related Derivatives; The Last Decade of the Kabachnik–Fields Reaction

Review on the Synthesis of α-Aminophosphonate Derivatives

Environmentally Benign Syntheses of α-Substituted Phosphonates: Preparation of α-Amino- and α-Hydroxyphosphonates in Water, in Ionic Liquids, and under Solvent-Free Conditions

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Catalyst and solvent-free, ultrasound promoted rapid protocol for the one-pot synthesis of α-aminophosphonates at room temperature

Cited by 39 publications

References 30 publications

Synthesis of α-Aminophosphonates and Related Derivatives; The Last Decade of the Kabachnik–Fields Reaction

Synthesis of α-Aminophosphonates and Related Derivatives; The Last Decade of the Kabachnik–Fields Reaction

Review on the Synthesis of α-Aminophosphonate Derivatives

Environmentally Benign Syntheses of α-Substituted Phosphonates: Preparation of α-Amino- and α-Hydroxyphosphonates in Water, in Ionic Liquids, and under­ Solvent-Free Conditions

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Environmentally Benign Syntheses of α-Substituted Phosphonates: Preparation of α-Amino- and α-Hydroxyphosphonates in Water, in Ionic Liquids, and under Solvent-Free Conditions