Category: 707-61-9

The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: 4-Methyl-1-phenyl-2,3-dihydro-1H-phosphole 1-oxide( cas:707-61-9 ) is researched.Safety of 4-Methyl-1-phenyl-2,3-dihydro-1H-phosphole 1-oxide.Nykaza, Trevor V.; Ramirez, Antonio; Harrison, Tyler S.; Luzung, Michael R.; Radosevich, Alexander T. published the article 《Biphilic Organophosphorus-Catalyzed Intramolecular Csp2-H Amination: Evidence for a Nitrenoid in Catalytic Cadogan Cyclizations》 about this compound( cas:707-61-9 ) in Journal of the American Chemical Society. Keywords: biphilic phosphacycloalkane organocatalyst Cadogan cyclization nitrobiphenyl nitrostyrene; indole carbazole azaindole preparation. Let’s learn more about this compound (cas:707-61-9).

A small-ring phosphacycloalkane (1,2,2,3,4,4-hexamethylphosphetane) (I) catalyzes intramol. C-N bond forming heterocyclization of o-nitrobiaryls and o-nitrostyrenes in the presence of a hydrosilane terminal reductant. The method provides scalable access to diverse carbazole and indole compounds under operationally trivial homogeneous organocatalytic conditions, as demonstrated by 17 examples conducted on 1 g scale. In situ NMR reaction monitoring studies support a mechanism involving catalytic PIII/PV=O cycling, where tricoordinate phosphorus compound I represents the catalytic resting state. For the catalytic conversion of o-nitrobiphenyl to carbazole, the kinetic reaction order was determined for phosphetane catalyst I (first order), substrate (first order), and phenylsilane (zeroth order). For differentially 5-substituted 2-nitrobiphenyls, the transformation is accelerated by electron-withdrawing substituents (Hammett factor ρ = +1.5), consistent with the accrual of neg. charge on the nitro substrate in the rate-determining step. DFT modeling of the turnover-limiting deoxygenation event implicates a rate-determining (3 + 1) cheletropic addition between the phosphetane catalyst and 2-nitrobiphenyl substrate to form an unobserved pentacoordinate spiro-bicyclic dioxazaphosphetane, which decomposes via (2 + 2) cycloreversion giving 1 equiv of phosphetane P-oxide and 2-nitrosobiphenyl. Exptl. and computational investigations into the C-N bond forming event suggest the involvement of an oxazaphosphirane (2 + 1) adduct between I and 2-nitrosobiphenyl, which evolves through loss of phosphetane P-oxide to give the observed carbazole product via C-H insertion in a nitrene-like fashion.

There is still a lot of research devoted to this compound(SMILES：CC1=CP(CC1)(C2=CC=CC=C2)=O)Safety of 4-Methyl-1-phenyl-2,3-dihydro-1H-phosphole 1-oxide, and with the development of science, more effects of this compound(707-61-9) can be discovered.

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1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

Recommanded Product: 707-61-9. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 4-Methyl-1-phenyl-2,3-dihydro-1H-phosphole 1-oxide, is researched, Molecular C11H13OP, CAS is 707-61-9, about Synthesis of 9H-Pyrrolo[1,2-a]indole and 3H-Pyrrolizine Derivatives via a Phosphine-Catalyzed Umpolung Addition/Intramolecular Wittig Reaction. Author is Saleh, Nidal; Voituriez, Arnaud.

The first umpolung addition/intramol. Wittig reaction, catalytic in phosphine, is described. The in situ phosphine oxide reduction was accomplished by the use of silane and a catalytic amount of bis(4-nitrophenyl)phosphate. This catalytic protocol is applicable to the synthesis of a wide range of functionalized 9H-pyrrolo[1,2-a]indoles and pyrrolizines (18 examples, 70-98% yields).

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1,3-Benzodioxole – Wikipedia,
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Electric Literature of C11H13OP. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 4-Methyl-1-phenyl-2,3-dihydro-1H-phosphole 1-oxide, is researched, Molecular C11H13OP, CAS is 707-61-9, about Improved syntheses and characterization of the isomers of 3-methyl-1-phenylphospholene 1-oxide. Author is Moedritzer, Kurt; Miller, Raymond E..

Isomerically pure 3-methyl-1-phenyl-2-phospholene 1-oxide and 3-methyl-1-phenyl-3-phospholene 1-oxide were prepared and characterized by 1H (60 and 270 MHz), 31P and 13C NMR, IR, Laser Raman, and mass spectrometry. 1,4-Cycloaddition of isoprene and PhPCl2 after hydrolysis of the addition product, yielded a mixture of the above 2-isomer and small amounts of 3-isomer from which pure 2-isomer was separated by fractional crystallization The analog reaction with PhPBr2 gave isomerically pure 3-isomer. An improved and shortened work-up procedure for the phospholene oxides was used resulting in higher yields.

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1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

Category: dioxole. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 4-Methyl-1-phenyl-2,3-dihydro-1H-phosphole 1-oxide, is researched, Molecular C11H13OP, CAS is 707-61-9, about Preparation of phospho sugar analogs and their evaluation as novel anticancer agents. Author is Tsunekawa, Kenji; Yamashita, Mitsuji; Fujie, Michio; Niimi, Taishi; Suyama, Takuya; Asai, Kazuhide; Ito, Satoru; Yamashita, Junko; Yamada, Manabu; Ozaki, Nobuhisa; Nakamura, Satoki.

Phospho sugars were prepared by a novel synthetic route starting from phosphorus heterocyclic compounds, 2-phospholenes. The anhydro- and deoxy-phospha sugar derivatives have been revealed to have potential anticancer activities against human leukemia K562 and U937 cell lines. In this article, deoxybromophospho sugars with different numbers of bromo substituents were prepared, and their anticancer activities were evaluated by MTT method. The order of the activities depending on the number of bromo substituent was first revealed, and trideoxytribromotetrofuranose type phospho sugar [2,3,4-tribromo-3-methyl-1-phenylphospholane 1-oxide (4: TBMPPAO)] was the most active among these phospha sugars prepared Diastereomers of dideoxydibromotetrofuranose-type phospho sugar [2,3-dibromo-3-methyl-1-phenylphospholane 1-oxide (2: DBMPPAO)] were separated into four components, and the structure as well as the character of each component was assigned by spectral and chromatog. data as well as by MTT method.The deoxybromophospha sugars have higher antileukemia activity than Gleevec against U937 cells.

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1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Synthesis of novel deoxy λ5 phospha sugar nucleosides: 1,3-dipolar cycloaddition of an azidophospholane with alkynes, published in 2001-12-07, which mentions a compound: 707-61-9, Name is 4-Methyl-1-phenyl-2,3-dihydro-1H-phosphole 1-oxide, Molecular C11H13OP, Recommanded Product: 4-Methyl-1-phenyl-2,3-dihydro-1H-phosphole 1-oxide.

Several novel phospha sugar nucleosides, analogs of normal sugar nucleosides, were synthesized from a phospholene 1-oxide derivative Bromination of a phospholene precursor in aqueous organic medium gave regio diastereomers, the threo and erythro bromohydrins (1-bromo-1,3,4-trideoxy-1,4-C-[(R,S)-phenylphosphinylidene]-glycero-tetrofuranose). Further substitution of the threo isomer with sodium azide led to its corresponding azidophospholane (1-azido-1,3,4-trideoxy-2-methyl-1,4-C-[(R)-phenylphosphinylidene]-β-D-glycero-tetrofuranose) (I). 1,3-Dipolar cycloaddition of I with various electron-deficient and electron-rich alkynes afforded triazole derivatives that are nucleoside analogs. The strong electron-withdrawing phosphoryl group in the hemiacetal ring exerted no effect over reaction regioselectivity of the 1,3-dipolar cycloaddition, but steric effects of the alkynes played a vital role on the selectivity, since the regioisomer ratios and the rates and yields of cycloadducts changed as the bulkiness of the substituents on the acetylene changes. Structures of all compounds were unequivocally confirmed by 1H, 13C, and 31P NMR and mass spectral studies. Single crystal X-ray crystallog. anal. of some derivatives allowed determination of configuration of the phospha sugar nucleosides.

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Reference:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: 4-Methyl-1-phenyl-2,3-dihydro-1H-phosphole 1-oxide( cas:707-61-9 ) is researched.Application In Synthesis of 4-Methyl-1-phenyl-2,3-dihydro-1H-phosphole 1-oxide.Tsunekawa, Kenji; Yamashita, Mitsuji; Fujie, Michio; Niimi, Taishi; Suyama, Takuya; Asai, Kazuhide; Ito, Satoru; Yamashita, Junko; Yamada, Manabu; Ozaki, Nobuhisa; Nakamura, Satoki published the article 《Preparation of phospho sugar analogs and their evaluation as novel anticancer agents》 about this compound( cas:707-61-9 ) in Phosphorus, Sulfur and Silicon and the Related Elements. Keywords: phospho sugar analog preparation anticancer leukemia. Let’s learn more about this compound (cas:707-61-9).

Phospho sugars were prepared by a novel synthetic route starting from phosphorus heterocyclic compounds, 2-phospholenes. The anhydro- and deoxy-phospha sugar derivatives have been revealed to have potential anticancer activities against human leukemia K562 and U937 cell lines. In this article, deoxybromophospho sugars with different numbers of bromo substituents were prepared, and their anticancer activities were evaluated by MTT method. The order of the activities depending on the number of bromo substituent was first revealed, and trideoxytribromotetrofuranose type phospho sugar [2,3,4-tribromo-3-methyl-1-phenylphospholane 1-oxide (4: TBMPPAO)] was the most active among these phospha sugars prepared Diastereomers of dideoxydibromotetrofuranose-type phospho sugar [2,3-dibromo-3-methyl-1-phenylphospholane 1-oxide (2: DBMPPAO)] were separated into four components, and the structure as well as the character of each component was assigned by spectral and chromatog. data as well as by MTT method.The deoxybromophospha sugars have higher antileukemia activity than Gleevec against U937 cells.

If you want to learn more about this compound(4-Methyl-1-phenyl-2,3-dihydro-1H-phosphole 1-oxide)Application In Synthesis of 4-Methyl-1-phenyl-2,3-dihydro-1H-phosphole 1-oxide, you may wish to communicate with the author of the article,or consult the relevant literature related to this compound(707-61-9).

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1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

Ito, Satoru; Yamashita, Mitsuji; Niimi, Taishi; Fujie, Michio; Reddy, Valluru Krishna; Totsuka, Hirono; Haritha, Buchammagari; Maddali, Kasthuraiah; Nakamura, Satoki; Asai, Kazuhide; Suyama, Takuya; Yamashita, Junko; Iguchi, Yukiko; Yu, Gang; Oshikawa, Tatsuo published an article about the compound: 4-Methyl-1-phenyl-2,3-dihydro-1H-phosphole 1-oxide( cas:707-61-9,SMILESS:CC1=CP(CC1)(C2=CC=CC=C2)=O ).Quality Control of 4-Methyl-1-phenyl-2,3-dihydro-1H-phosphole 1-oxide. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:707-61-9) through the article.

Diastereo isomeric erythro and threo forms of 2,3-epoxy-1-phenylphospholane 1-oxides were synthesized from threo and erythro forms of 2-bromo-3-hydroxy-1-phenylphospholane 1-oxides being prepared from 1-phenyl-2-phospholene 1-oxide. Alternatively, the epoxides were also prepared by the epoxidation of the 2-phospholene with peroxides such as sodium peroxide and hydrogen peroxide. The reactivity and regioselectivity for the reaction of erythro and threo forms of the 2,3-epoxides with nucleophiles were investigated by using amines, and the reaction afforded 2-amino-3-hydroxy-1-phenylphospholane 1-oxides, which correspond to phospha sugar N-glycosides. 2,3-Dibromo-3-methyl-1-phenylphospholane 1-oxides were first prepared from 3-methyl-1-phenyl-2-phospholene 1-oxide. The prepared phospholanes or phospha sugars were biol. qualified by MTT (3-(4,5-Dimethyl-2-thiazolyl)-2,5-diphenyltetrazolium bromide) in vitro method to find that some of these phosphorus heterocycles or phospha sugars have quite efficient anti-cancer activity for leukemia cells in manners of (i) wide spectra, (ii) high activities, and (iii) high specificities.

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1,3-Benzodioxole – Wikipedia,
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The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Synthesis and characterization of the novel 1-(substituted phenoxy/phenyl)-2-phospholene and phospholane 1-oxide derivatives》. Authors are Reddy, Valluru Krishna; Onogawa, Jun-Ichi; Rao, Lakonda Nagaprasada; Oshikawa, Tatsuo; Takahashi, Masaki; Yamashita, Mitsuji.The article about the compound:4-Methyl-1-phenyl-2,3-dihydro-1H-phosphole 1-oxidecas:707-61-9,SMILESS:CC1=CP(CC1)(C2=CC=CC=C2)=O).Recommanded Product: 707-61-9. Through the article, more information about this compound (cas:707-61-9) is conveyed.

The synthesis of the novel 1-(substituted phenoxy/phenyl)-2-phospholene, e.g. I, and phospholane 1-oxide derivatives, which are analogs of sugars having a phosphorus atom in place of the ring oxygen of normal sugars, is described. All of the synthesized derivatives are structurally characterized by multi nuclear NMR, mass, and IR spectral data, elemental and x-ray crystallog. analyses.

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1,3-Benzodioxole – Wikipedia,
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In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Improved syntheses and characterization of the isomers of 3-methyl-1-phenylphospholene 1-oxide, published in 1978-04-30, which mentions a compound: 707-61-9, mainly applied to phospholene oxide isomer; NMR phospholene oxide; IR phospholene oxide; Raman laser phospholene oxide; mass spectra phospholene oxide, Quality Control of 4-Methyl-1-phenyl-2,3-dihydro-1H-phosphole 1-oxide.

Isomerically pure 3-methyl-1-phenyl-2-phospholene 1-oxide and 3-methyl-1-phenyl-3-phospholene 1-oxide were prepared and characterized by 1H (60 and 270 MHz), 31P and 13C NMR, IR, Laser Raman, and mass spectrometry. 1,4-Cycloaddition of isoprene and PhPCl2 after hydrolysis of the addition product, yielded a mixture of the above 2-isomer and small amounts of 3-isomer from which pure 2-isomer was separated by fractional crystallization The analog reaction with PhPBr2 gave isomerically pure 3-isomer. An improved and shortened work-up procedure for the phospholene oxides was used resulting in higher yields.

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1,3-Benzodioxole – Wikipedia,
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In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Conversion of diphenylmethane diisocyanate to poly(carbodiimide) during catalysis by phospholene derivatives, published in 1975, which mentions a compound: 707-61-9, Name is 4-Methyl-1-phenyl-2,3-dihydro-1H-phosphole 1-oxide, Molecular C11H13OP, SDS of cas: 707-61-9.

Activity of phospholene derivatives as catalysts for polymerization of diphenylmethane diisocyanate (I) [26447-40-5] increased with increasing electron-donor activity of the substituent on the P atom of the catalyst. Kinetics data showed a dependence of the catalytic activity of phospholene derivatives on their structure, and the highest activity showed oxides of tertiary phosphines, whereas introduction of O and Cl in the ester radical decreased the polymerization rate. A nucleophilic character of the catalyst in the formation of carbodiimide-containing polymers was suggested. The highest polymerization rate of I was observed in the presence of 1-oxo-1-ethyl-3-methyl-2-phospholene (II) [56255-62-0], 1-oxo-1,3-dimethyl-3-phospholene [15450-79-0] and 1-oxo-3-methyl-1-phenyl-2-phospholene [707-61-9] as catalysts. A combined addition of I and 1-oxo-1-ethoxy-3-methyl-3-phospholene [697-31-4] had an additive catalytic effect on polymerization rate of I.

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1,3-Benzodioxole – Wikipedia,
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