Tag: M.W:100-200

Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 22353-34-0, is researched, Molecular C5H5ClN2, about Pd-Catalyzed Suzuki coupling reactions of aryl halides containing basic nitrogen centers with arylboronic acids in water in the absence of added base, the main research direction is aryl halide arylboronic acid palladium catalyst Suzuki coupling; biaryl preparation.Reference of 5-Chloropyridin-3-amine.

The Pd-catalyzed Suzuki coupling reactions of a series of aryl chlorides and aryl bromides containing basic nitrogen centers with arylboronic acids in water in the absence of added base were reported. The reactions proceeded either partially or entirely under acidic conditions. After surveying twenty-two phosphorus ligands, high yields of products were obtained with aryl chlorides only when a bulky ligand, 2-(di-tert-butyl-phosphino)-1-phenyl-1H-pyrrole (cataCXiumPtB) was used. In contrast, aryl bromides produced high yields of products in the absence of both added base and added ligand. In order to explore the Suzuki coupling process entirely under acidic conditions, a series of reactions were conducted in buffered acidic media using several model substrates. 4-Chlorobenzylamine, in the presence of cataCXiumPtB, produced high yields of product at buffered pH 6.0; the yields dropped off precipitously at buffered pH 5.0 and lower. The fall-off in yield was attributed to the decomposition of the Pd-ligand complex due to the protonation of the ligand in the more acidic aqueous media. In contrast, in the absence of an added ligand, 4-amino-2-chloropyridine produced quant. yields at buffered pH 3.5 and 4.5 while 4-amino-2-bromopyridine produced quant. yields in a series of buffered media ranging from pH 4.5 to 1.5. These substrates were only partially protonated in acidic media and could behave as active Pd ligands in the Suzuki catalytic cycle.

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Reference:
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 A Biphilic Phosphetane Catalyzes N-N Bond-Forming Cadogan Heterocyclization via PIII/PV=O Redox Cycling, published in 2017-05-24, which mentions a compound: 707-61-9, Name is 4-Methyl-1-phenyl-2,3-dihydro-1H-phosphole 1-oxide, Molecular C11H13OP, HPLC of Formula: 707-61-9.

A small-ring phosphacycle, 1,2,2,3,4,4-hexamethylphosphetane, is found to catalyze deoxygenative N-N bond-forming Cadogan heterocyclization of o-nitrobenzaldimines, o-nitroazobenzenes, and related substrates in the presence of hydrosilane terminal reductant [e.g., I → II (83%) in presence of phosphine oxide III.[O] and PhSiH3]. The reaction provides a chemoselective catalytic synthesis of 2H-indazoles, 2H-benzotriazoles, and related fused heterocyclic systems with good functional group compatibility. On the basis of both stoichiometric and catalytic mechanistic experiments, the reaction is proposed to proceed via catalytic PIII/PV=O cycling, where DFT modeling suggests a turnover-limiting (3+1) cheletropic addition between the phosphetane catalyst and nitroarene substrate. Strain/distortion anal. of the (3+1) transition structure highlights the controlling role of frontier orbital effects underpinning the catalytic performance of the phosphetane.

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

The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: 2-Bromomethyl-1,3-dioxolane(SMILESS: BrCC1OCCO1,cas:4360-63-8) is researched.Safety of 5-(11bR)-Dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-yl-5H-dibenz[b,f]azepine. The article 《Silyloxymethanesulfinate as a sulfoxylate equivalent for the modular synthesis of sulfones and sulfonyl derivatives》 in relation to this compound, is published in Chemical Science. Let’s take a look at the latest research on this compound (cas:4360-63-8).

An efficient protocol for the modular synthesis of sulfones and sulfonyl derivatives RS(O)2R1 (R = 3-phenylpropyl, Ph, naphthalen-2-yl, etc.; R1 = [(tert-butyldimethylsilyl)oxy]methyl, 4-(morpholin-4-yl)phenyl, hex-5-yn-1-yl, etc.) has been developed utilizing sodium tert-butyldimethylsilyloxymethanesulfinate (TBSOMS-Na) as a sulfoxylate (SO22-) equivalent TBSOMS-Na, easily prepared from the com. reagents Rongalite and TBSCl, serves as a potent nucleophile in S-alkylation and Cu-catalyzed S-arylation reactions with alkyl and aryl electrophiles R1X (X = I, Br). The sulfone products thus obtained can undergo the second bond formation at the sulfur center with various electrophiles without a sep. unmasking step to afford sulfones and sulfonyl derivatives such as sulfonamides and sulfonyl fluorides.

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

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 Synthesis of Nitrogen-Containing Heterocycles and Cyclopentenone Derivatives via Phosphine-Catalyzed Michael Addition/Intramolecular Wittig Reaction, published in 2017, which mentions a compound: 707-61-9, mainly applied to diketone cyclocondensation acetylenedicarboxylate phosphine catalyst; pyrrolizidine pyrroline pyridine cyclopentenone preparation; acetylenedicarboxylate amino carbaldehyde ester Michael addition intramol Wittig, SDS of cas: 707-61-9.

The phosphine-catalyzed Michael addition/intramol. Wittig reaction between dialkyl acetylenedicarboxylate and amino carboxaldehyde or amino ester has been developed. This reaction can be rendered catalytic in phosphine by the in situ chemoselective reduction of the phosphine oxide with a silane. This methodol. enables rapid access to a variety of nitrogen-containing heterocycles, which are present in numerous natural products and/or bioactive compounds Either classical heating or microwave conditions give access to the desired products in good yields (15 examples, 60-99% yields). This catalytic methodol. is further applicable to the synthesis of enantioenriched 1H-pyrrole derivatives, with the use of chiral phosphines. Finally, the reaction is extended to the synthesis of a polysubstituted cyclopentenone, starting from butane-2,3-dione as substrate.

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

Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: 2-Bromomethyl-1,3-dioxolane, is researched, Molecular C4H7BrO2, CAS is 4360-63-8, about Iridium-catalyzed enantioselective allylic substitution with aqueous solutions of nucleophiles.Quality Control of 2-Bromomethyl-1,3-dioxolane.

The iridium-catalyzed asym. allylic substitution under biphasic conditions is reported. This approach allows the use of various unstable and/or volatile nucleophiles including hydrazines, methylamine, t-Bu hydroperoxide, N-hydroxylamine, α-chloroacetaldehyde and glutaraldehyde. This transformation provides rapid access to a broad range of products from simple starting materials in good yields and up to >99% ee and 20:1 d.r.. Addnl., these products can be elaborated efficiently into a diverse set of cyclic and acyclic compounds, bearing up to four stereocenters.

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

Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 455-70-9, is researched, SMILESS is COC(=O)C1=CC(F)=CN=C1, Molecular C7H6FNO2Journal, Organic Magnetic Resonance called Proximity effects in pyridines. Proton chemical shifts in substituted methyl pyridinecarboxylates, Author is Deady, L. W.; Harrison, P. M.; Topsom, R. D., the main research direction is pyridinecarboxylate NMR proximity effect; substituent effect NMR pyridinecarboxylate.Recommanded Product: 455-70-9.

The chem. shifts in 6 series of substituted Me pyridinecarboxylates were measured and interpreted in terms of proximity effects. The shifts for ring H ortho and para to the substituent were explained by additive ester, nitrogen, and substituent effects. The results for meta H indicated substituent-nitrogen interactions, especially when both substituent and H were adjacent N. Similar results were obtained for the ester H.

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

Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 707-61-9, is researched, Molecular C11H13OP, about Synthesis and application characteristics of carbodiimide crosslinking agent, the main research direction is carbodiimide crosslinking agent synthesis application.Synthetic Route of C11H13OP.

Carbodiimide crosslinking agent was synthesized by 1,6-hexamethylene diisocyanate(HDI), polyethylene glycol monomethyl ether(MPEG Mn=350), N,N- dimethylethanolamine(DMEA) and 3-methyl-1-phenyl-2-phospholene-1-oxide. The influences of reaction temperature, the dosage of catalyst, nitrogen jet velocity, n(MPEG350)/n(DMEA)(mole ratio) and the pH value of water on the polymer properties were studied. This crosslinking agent was applied to acrylic acid modified collagen finishing agent. After adding crosslinking agent, the properties of film are better with the increase of flexibility resistance and tensile strength, swelling rate decreases and the brightness degree decreases a little.

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

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 Structure of diene-phosphonous dihalide addition products and of derived phospholenes and phospholene oxides, published in 1968, which mentions a compound: 707-61-9, mainly applied to DIOLEFINS; DIOLEFINS PHOSPHENOUS DIHALIDE; DIHALIDE; PHOSPHOLENES; PHOSPHENOUS DIHALIDE CYCLOADDUCTS; CYCLOADDUCTS DIOLEFINS PHOSPHENOUS, Recommanded Product: 4-Methyl-1-phenyl-2,3-dihydro-1H-phosphole 1-oxide.

The cycloadducts of MePCl2 and butadiene, isoprene, 3,4-dimethylbutadiene, or piperylene give rise to 3-phospholene oxides on hydrolysis and 3-phospholenes (I) on reduction with Mg. The cycloadduct from butadiene also contained the 3-phospholene ring. The 3-phospholene oxides may be caused to rearrange to 2-phospholene oxides either thermally or by refluxing aqueous base. Acid treatment was effective only for rearranging the 3-Me derivative The 3,4-di-Me derivative resisted rearrangement conditions. PhPBr2 (synthesized by a new method from PhP(O)(OH)Cl and PBr3) also gave an adduct with isoprene shown by N.M.R. studies to contain the 3-phospholene ring, which was preserved in the oxide and phospholene. However, the isoprene-PhPCl2 adduct contained the 2-phospholene ring; the derived oxide and phospholene were also the 2-isomers. Independent syntheses of the isomeric 1-phenyl-3-methylphospholene oxides confirmed the assignments. The adduct from piperylene and PhPBr2 also gave on hydrolysis the 3-phospholene oxide, while that from PhPCl2 gave the 2-isomer. 26 references.

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

Zhao, Wei; Yan, Patrick K.; Radosevich, Alexander T. published the article 《A Phosphetane Catalyzes Deoxygenative Condensation of α-Keto Esters and Carboxylic Acids via PIII/PV=O Redox Cycling》. Keywords: phosphetane catalyst preparation oxygenative condensation ketoester carboxylic acid.They researched the compound: 4-Methyl-1-phenyl-2,3-dihydro-1H-phosphole 1-oxide( cas:707-61-9 ).COA of Formula: C11H13OP. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:707-61-9) here.

A small-ring phosphacycle is found to catalyze the deoxygenative condensation of α-keto esters and carboxylic acids. The reaction provides a chemoselective catalytic synthesis of α-acyloxy ester products with good functional group compatibility. Based on both stoichiometric and catalytic mechanistic experiments, the reaction is proposed to proceed via catalytic PIII/PV=O cycling. The importance of ring strain in the phosphacyclic catalyst is substantiated by an observed temperature-dependent product selectivity effect. The results point to an inherent distinction in design criteria for organophosphorus-based catalysts operating via PIII/PV=O redox cycling as opposed to Lewis base (nucleophilic) catalysis.

Although many compounds look similar to this compound(707-61-9)COA of Formula: C11H13OP, numerous studies have shown that this compound(SMILES:CC1=CP(CC1)(C2=CC=CC=C2)=O), has unique advantages. If you want to know more about similar compounds, you can read my other articles.

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

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《N-Oxides of nicotinic acid and its esters》. Authors are Clemo, G. R.; Koenig, H..The article about the compound:Methyl 5-fluoro-3-pyridinecarboxylatecas:455-70-9,SMILESS:COC(=O)C1=CC(F)=CN=C1).Recommanded Product: 455-70-9. Through the article, more information about this compound (cas:455-70-9) is conveyed.

Nicotinic acid (I) (1 part) in 3 parts glacial AcOH and 3 parts H2O2, heated 3 hrs. on the water bath, gives 70-80% of the N-oxide (II), pale yellow, m. 249° (decomposition); impure II, heated at 100°, decompose spontaneously. II (1 g.) in 20 ml. MeOH, saturated with HCl at 0° and refluxed 2 hrs., gives 0.5 g. of the Me ester, m. 97°; Et ester (III), m. 99.5°. The Et ester of I (2 g.), 10 ml. AcOH, and 30 ml. H2O2, heated 3 hrs. on the water bath, give 1.1 g. III.

After consulting a lot of data, we found that this compound(455-70-9)Recommanded Product: 455-70-9 can be used in many types of reactions. And in most cases, this compound has more advantages.

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