Room-Temperature Alkynylation of Phosphine Oxides with Copper Acetylides: Practical Synthesis of Alkynylphosphine Oxides

2016 ◽  
Vol 2016 (4) ◽  
pp. 633-638 ◽  
Author(s):  
Phidéline Gérard ◽  
Romain Veillard ◽  
Carole Alayrac ◽  
Annie-Claude Gaumont ◽  
Gwilherm Evano
Keyword(s):  
Room Temperature ◽  
Phosphine Oxides ◽  
Copper Acetylides ◽  
Practical Synthesis

scholarly journals Room-Temperature Alkynylation of Phosphine Oxides with Copper Acetylides: Practical Synthesis of Alkynylphosphine Oxides (Eur. J. Org. Chem. 4/2016)

2016 ◽  
Vol 2016 (4) ◽  
pp. n/a-n/a
Author(s):  
Phidéline Gérard ◽  
Romain Veillard ◽  
Carole Alayrac ◽  
Annie-Claude Gaumont ◽  
Gwilherm Evano
Keyword(s):  
Room Temperature ◽  
Phosphine Oxides ◽  
Copper Acetylides ◽  
Practical Synthesis

ChemInform Abstract: Room-Temperature Alkynylation of Phosphine Oxides with Copper Acetylides: Practical Synthesis of Alkynylphosphine Oxides.

ChemInform ◽  
2016 ◽  
Vol 47 (25) ◽  
Author(s):  
Phideline Gerard ◽  
Romain Veillard ◽  
Carole Alayrac ◽  
Annie-Claude Gaumont ◽  
Gwilherm Evano
Keyword(s):  
Room Temperature ◽  
Phosphine Oxides ◽  
Copper Acetylides ◽  
Practical Synthesis

scholarly journals Practical Synthesis of 2-Iodosobenzoic Acid (IBA) without Contamination by Hazardous 2-Iodoxybenzoic Acid (IBX) under Mild Conditions

Molecules ◽  
2021 ◽  
Vol 26 (7) ◽  
pp. 1897
Author(s):  
Hideyasu China ◽  
Nami Kageyama ◽  
Hotaka Yatabe ◽  
Naoko Takenaga ◽  
Toshifumi Dohi
Keyword(s):  
Aqueous Solution ◽  
Room Temperature ◽  
Practical Method ◽  
Hypervalent Iodine ◽  
Mild Conditions ◽  
Sequential Procedures ◽  
Iodine Compounds ◽  
Practical Synthesis ◽  
Iodosobenzoic Acid ◽  
Lower Temperature

We report a convenient and practical method for the preparation of nonexplosive cyclic hypervalent iodine(III) oxidants as efficient organocatalysts and reagents for various reactions using Oxone® in aqueous solution under mild conditions at room temperature. The thus obtained 2-iodosobenzoic acids (IBAs) could be used as precursors of other cyclic organoiodine(III) derivatives by the solvolytic derivatization of the hydroxy group under mild conditions of 80 °C or lower temperature. These sequential procedures are highly reliable to selectively afford cyclic hypervalent iodine compounds in excellent yields without contamination by hazardous pentavalent iodine(III) compound.

Ph3P-mediated highly selective C(α)–P coupling of quinone monoacetals with R2P(O)H: convenient and practical synthesis of ortho-phosphinyl phenols

2018 ◽  
Vol 20 (22) ◽  
pp. 5111-5116 ◽  
Author(s):  
Ruwei Shen ◽  
Ming Zhang ◽  
Jing Xiao ◽  
Chao Dong ◽  
Li-Biao Han
Keyword(s):  
Coupling Reaction ◽  
Secondary Phosphine ◽  
Phosphine Oxides ◽  
Practical Synthesis

The Ph3P-mediated C(α)–P coupling reaction of quinone monoacetals with secondary phosphine oxides is developed to provide an effective method for the synthesis of a wide array of ortho-phosphinyl phenols in good to excellent yields.

scholarly journals Air-Stable Secondary Phosphine Oxides for Nickel-Catalyzed Cross-Couplings of Aryl Ethers by C–O Activation

Synlett ◽  
2019 ◽  
Vol 30 (04) ◽  
pp. 429-432 ◽  
Author(s):  
Debasish Ghorai ◽  
Joachim Loup ◽  
Giuseppe Zanoni ◽  
Lutz Ackermann
Keyword(s):  
Room Temperature ◽  
Secondary Phosphine ◽  
Phosphine Oxides ◽  
Aryl Ethers

Air- and moisture-stable secondary phosphine oxides (SPOs) enabled nickel-catalyzed Kumada–Corriu cross-couplings of various arylmethyl ethers at room temperature by challenging C–O activation.

scholarly journals Practical Synthesis of Precursors of Cyclohexyne and 1,2-Cyclohexadiene

Synthesis ◽  
2019 ◽  
Vol 51 (07) ◽  
pp. 1561-1564 ◽  
Author(s):  
Kentaro Okano ◽  
Ryo Nakura ◽  
Kazuki Inoue ◽  
Atsunori Mori
Keyword(s):  
Room Temperature ◽  
Practical Method ◽  
Enol Ether ◽  
One Pot ◽  
Subsequent Formation ◽  
Silyl Group ◽  
Stoichiometric Amount ◽  
Lithium Enolate ◽  
Silyl Enol Ether ◽  
Practical Synthesis

This study investigated a practical method for regiocontrolled synthesis of precursors of strained cyclohexynes and 1,2-cyclohexadienes, which is a one-pot procedure consisting of a rearrangement of silyl enol ether and subsequent formation of the enol triflates. Triethylsilyl enol ether, derived from cyclohexanone, was treated with a combination of LDA and t-BuOK in n-hexane/THF to encourage the migration of the silyl group to generate an α-silyl enolate. Subsequently, the α-silyl enolate was reacted with Comins’ reagent to yield the corresponding enol triflate. Finally, the α-silylated trisubstituted lithium enolate for the synthesis of 1,2-cyclohexadiene precursor was isomerized in the presence of a stoichiometric amount of water for one hour at room temperature to exclusively provide tetrasubstituted lithium enolate for the synthesis of cyclohexyne precursor in one pot.

scholarly journals Room temperature alkynylation of H-phosphi(na)tes and secondary phosphine oxides with ethynylbenziodoxolone (EBX) reagents

2014 ◽  
Vol 50 (85) ◽  
pp. 12923-12926 ◽  
Author(s):  
C. Chun Chen ◽  
Jerome Waser
Keyword(s):  
Room Temperature ◽  
Secondary Phosphine ◽  
Phosphine Oxides

We report the alkynylation of H-phosphi(na)tes and secondary phosphine oxides at room temperature using ethynylbenziodoxolone (EBX) reagents.

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