One-pot synthesis of new 6-(alkylamine)dibenzo[<i>c,e</i>][1,2]oxaphosphinine-6-oxides

Ávila-Zárraga, José Gustavo; Pérez, Ignacio Pérez; Beristain, Erick; Gavilán, Irma; Romero, María del Carmen Morón

doi:10.1080/00397911.2016.1265651

Cited by 7 publications

(3 citation statements)

References 8 publications

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“…89 The one-pot reaction of (Scheme 62). 90 The current reaction had advantages such as one-pot synthesis, no inert atmosphere, and in situ catalyst formation.…”

Section: -(Ethoxy(hydroxy)phosphoryl)benzoic Acid Underwent the [4+2]mentioning

confidence: 99%

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Synthesis of 1,2-oxaphosphinane 2-oxides and 1,2-oxaphosphinine 2-oxides: δ-phosphonolactones and δ-phosphinolactones

2023

New J. Chem.

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“…89 The one-pot reaction of (Scheme 62). 90 The current reaction had advantages such as one-pot synthesis, no inert atmosphere, and in situ catalyst formation.…”

Section: -(Ethoxy(hydroxy)phosphoryl)benzoic Acid Underwent the [4+2]mentioning

confidence: 99%

“…The formation of the dibenzo 1,2-oxaphosphinine ring is a [5+1] annulation via nucleophilic substitution, the Friedel–Crafts-like phosphorylation, aminolysis, and oxidation steps (Scheme 62). 90 The current reaction had advantages such as one-pot synthesis, no inert atmosphere, and in situ catalyst formation.…”

Section: Synthesis Through Annulationsmentioning

confidence: 99%

Synthesis of 1,2-oxaphosphinane 2-oxides and 1,2-oxaphosphinine 2-oxides: δ-phosphonolactones and δ-phosphinolactones

2023

New J. Chem.

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“…Therefore, alkylation (methylation) of phosphonamides and phosphinamides is still highly required because of the magic methyl effect and subsequent medicinal explorations. Typically, reactions between phosphoryl chlorides and alkyl amines were invovled for the synthesis of N -alkyl products, releasing halo wastes . Wary of that, protocols employing peroxides, which could play multiple roles as either the oxidant for the coupling of nucleophiles or the methyl donator, − have been well-established for the formations of C–C, C–O, and C–N bonds.…”

Section: Introductionmentioning

confidence: 99%

Copper-Catalyzed Oxidative Alkylation (Methylation) of Phosphonamides and Phosphinamides Using Dicumyl Peroxide

Xiao

Dong

et al. 2017

J. Org. Chem.

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An effective and practical CuI-catalyzed methodology toward N-alkyl or N-methyl phosphonamides and phosphinamides was herein demonstrated. The transformation took place readily under the oxidative conditions, and plenty of N-alkylated (methylated) amides (30 examples) were successfully furnished in high efficiency (up to 92% yields). Dicumyl peroxide was considered to act either as the oxidant for the alkylation reaction or as methyl donator for the methylation protocol.

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Recent Advances and Perspectives in the Synthesis of HeterocyclesviaZinc Catalysis

et al. 2018

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Among the various metal catalysts, zinc salts have enormous potential due to their availability, low toxicity, eco‐friendliness and inexpensive nature. Biologically zinc is an essential element in our daily lives and it possesses a wide range of applications in pharmaceutical as well as material sciences. In synthetic organic chemistry, the main role of zinc salts is as a Lewis acid catalyst. The importance of the synthesis of heterocycles is attested by the vast number of applications of these compounds in the chemical and pharmaceutical industries. The environmentally benign nature of zinc, its abundance and the Lewis acid character of most of its compounds make it a suitable catalyst for heterocycle synthesis. This is the first review exclusively on zinc‐catalyzed heterocycle synthesis and deals with the recent applications, especially using tandem/domino or one‐pot reaction strategies and covers the literature from 2008 to 2018.

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One-pot synthesis of new 6-(alkylamine)dibenzo[c,e][1,2]oxaphosphinine-6-oxides

Cited by 7 publications

References 8 publications

Synthesis of 1,2-oxaphosphinane 2-oxides and 1,2-oxaphosphinine 2-oxides: δ-phosphonolactones and δ-phosphinolactones

Synthesis of 1,2-oxaphosphinane 2-oxides and 1,2-oxaphosphinine 2-oxides: δ-phosphonolactones and δ-phosphinolactones

Copper-Catalyzed Oxidative Alkylation (Methylation) of Phosphonamides and Phosphinamides Using Dicumyl Peroxide

Recent Advances and Perspectives in the Synthesis of HeterocyclesviaZinc Catalysis

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