Solvent‐ and catalyst‐free reaction of (aminomethyl)phosphonates with epoxides: Synthesis of novel {[(2‐hydroxyethyl)amino]methyl}phosphonates

Kaboudin, Babak; Sorbiun, Mina

doi:10.1002/hc.20615

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Cited by 16 publications

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“…6.5 g (100%) of the crude product ( 2 ) so obtained was used in the next experiments without purification. 31 P NMR (CDCl 3 ) δ 20.6, δ P 55 25.2; [M + H] + = 243.…”

Section: Methodsmentioning

confidence: 99%

New N-acyl- as well as N-phosphonoylmethyl- and N-phosphinoylmethyl-α-amino-benzylphosphonates by acylation and a tandem Kabachnik–Fields protocol

et al. 2023

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“…6.5 g (100%) of the crude product ( 2 ) so obtained was used in the next experiments without purification. 31 P NMR (CDCl 3 ) δ 20.6, δ P 55 25.2; [M + H] + = 243.…”

Section: Methodsmentioning

confidence: 99%

New N-acyl- as well as N-phosphonoylmethyl- and N-phosphinoylmethyl-α-amino-benzylphosphonates by acylation and a tandem Kabachnik–Fields protocol

et al. 2023

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ChemInform Abstract: Solvent‐ and Catalyst‐Free Reaction of (Aminomethyl)phosphonates with Epoxides: Synthesis of Novel {[(2‐Hydroxyethyl)amino]methyl}phosphonates.

Kaboudin

Sorbiun

2010

ChemInform

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amino]methyl}phosphonates. -Ring opening of epoxides (II) with (aminomethyl)phosphonates (I) occurs at the sterically less hindered position on the epoxide to afford the title compounds (III) in moderate to good yields. The ring opening reaction of styrene oxide (IV) with (Ia) takes place at both positions, the sterically less and more hindered ones. The major advantages of this procedure are the simple method, easy work-up, and the solvent-and catalyst-free reaction conditions. -(KABOUDIN*, B.; SORBIUN, M.; Heteroat. Chem. 21 (2010) 5, 284-289,

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Solvent‐Free and Catalysts‐Free Chemistry: A Benign Pathway to Sustainability

Gawande¹,

Bonifácio²,

Luque³

et al. 2013

ChemSusChem

278

122

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In the past decade, alternative benign organic methodologies have become an imperative part of organic syntheses and chemical reactions. The various new and innovative sustainable organic reactions and methodologies using no solvents or catalysts and employing alternative energy inputs such as microwaves, sonication, conventional and room temperature heating conditions, mechanochemical mixing, and high-speed ball milling are discussed in detail. Environmentally benign and pharmaceutically important reactions such as multicomponent, condensation, and Michael addition reactions; ring opening of epoxides; and oxidation and other significant organic reactions are discussed. An overview of benign reactions through solvent- and catalyst-free (SF-CF) chemistry and a critical perspective on emerging synergies between SF-CF organic reactions are discussed.

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Solvent‐ and catalyst‐free reaction of (aminomethyl)phosphonates with epoxides: Synthesis of novel {[(2‐hydroxyethyl)amino]methyl}phosphonates

Cited by 16 publications

References 33 publications

New N-acyl- as well as N-phosphonoylmethyl- and N-phosphinoylmethyl-α-amino-benzylphosphonates by acylation and a tandem Kabachnik–Fields protocol

New N-acyl- as well as N-phosphonoylmethyl- and N-phosphinoylmethyl-α-amino-benzylphosphonates by acylation and a tandem Kabachnik–Fields protocol

ChemInform Abstract: Solvent‐ and Catalyst‐Free Reaction of (Aminomethyl)phosphonates with Epoxides: Synthesis of Novel {[(2‐Hydroxyethyl)amino]methyl}phosphonates.

Solvent‐Free and Catalysts‐Free Chemistry: A Benign Pathway to Sustainability

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