Heterocyclic Building Blocks-Pyrrolines

So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Setliff, Frank L.; Lane, Julie E. researched the compound: 2-Chloro-5-iodo-3-methylpyridine( cas:59782-89-7 ).Recommanded Product: 59782-89-7.They published the article 《Some 2,5- and 5,6-dihalonicotinic acids and their precursors. IV》 about this compound( cas:59782-89-7 ) in Journal of Chemical and Engineering Data. Keywords: pyridinecarboxylic acid dihalo; nicotinic acid dihalo; oxidation picoline; chloropyridinecarboxylic acid. We’ll tell you more about this compound (cas:59782-89-7).

The pyridinecarboxylic acids I (R = Cl, R1 = CO2H, R2 = Cl, iodo; R = Cl, R1 = Cl, iodo, R2 = CO2H) were prepared by oxidation of I (R = Cl, R1 = Me, R2 = Cl, iodo; R = Cl, R1 = Cl, iodo, R2 = Me; resp.), which were prepared by diazotization and substitution of I (R = Cl, R1 = Me, R2 = NH2; R = Cl, R1 = NH2, R2 = Me; resp.). I (R = R1 = Cl, R2 = CO2H) and NaI gave I (R = iodo, R1 = Cl, R2 = CO2H).

From this literature《Some 2,5- and 5,6-dihalonicotinic acids and their precursors. IV》,we know some information about this compound(59782-89-7)Recommanded Product: 59782-89-7, but this is not all information, there are many literatures related to this compound(59782-89-7).

Reference:
Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: (R)-4-Hydroxydihydrofuran-2(3H)-one, is researched, Molecular C4H6O3, CAS is 58081-05-3, about Stereoselective Cobalt-Catalyzed Cross-Coupling Reactions of Arylzinc Chlorides with α-Bromolactones and Related Derivatives, the main research direction is arylated lactone diastereoselective synthesis coupling arylzinc chloride bromolactone; protected aldol diastereoselective synthesis coupling arylzinc chloride bromolactone.Recommanded Product: (R)-4-Hydroxydihydrofuran-2(3H)-one.

α-Bromolactones bearing a substituent in the β-position undergo a highly trans-diastereoselective arylation with arylzinc chlorides in the presence of 10-20% CoCl2 and 10-20% PPh3 in THF under mild conditions (25°C, 16 h) leading to optically enriched α-arylated lactones and protected aldol products (99% ee) in 52-96% yield. The synthetic utility of this arylation was demonstrated by the stereoselective preparation of an artificial rotenoid MOM-protected munduserol derivative

From this literature《Stereoselective Cobalt-Catalyzed Cross-Coupling Reactions of Arylzinc Chlorides with α-Bromolactones and Related Derivatives》,we know some information about this compound(58081-05-3)Recommanded Product: (R)-4-Hydroxydihydrofuran-2(3H)-one, but this is not all information, there are many literatures related to this compound(58081-05-3).

Reference:
Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – 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: 4-Chloro-2-fluoropyridine, is researched, Molecular C5H3ClFN, CAS is 34941-92-9, about Preparative-Scale Synthesis of Vedejs Chiral DMAP Catalysts.Application of 34941-92-9.

A scalable synthesis of chiral Vedejs-type DMAP catalysts is reported. The key step of the synthesis is amination of the enantiomerically pure 4-chloropyridine derivative using well-defined ZnCl2(amine)2 complexes. A series of Zn(II)-amine complexes have been synthesized to explore the scope of the ZnCl2-mediated amination of 4-halopyridines. Mechanistic studies support a Zn(II)-facilitated nucleophilic aromatic substitution as a plausible mechanism for the chlorine-to-amine exchange.

From this literature《Preparative-Scale Synthesis of Vedejs Chiral DMAP Catalysts》,we know some information about this compound(34941-92-9)Application of 34941-92-9, but this is not all information, there are many literatures related to this compound(34941-92-9).

Reference:
Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Synlett called One-Pot Approach for SNAr Reaction of Fluoroaromatic Compounds with Cyclopropanol, Author is Jin, Hao; Gao, Zhuo; Zhou, Shaodong; Qian, Chao, which mentions a compound: 34941-92-9, SMILESS is ClC1=CC(=NC=C1)F, Molecular C5H3ClFN, COA of Formula: C5H3ClFN.

A novel method for preparation of aryl cyclopropyl ethers I [Ar = 1-ClC6H4, 2-O2NC6H4, 4-chloro-2-pyridyl, etc.] via nucleophilic aromatic substitution reaction (SNAr) of fluoroarom. compounds with cyclopropanol under relatively mild conditions was developed. The reaction was performed at 75 °C with Cs2CO3 as the base and DMF as solvent, after 6 h the yield was up to 90%. Finally, various fluoroarom. compounds were employed as substrates for a test that proved a wide application scope of the method.

From this literature《One-Pot Approach for SNAr Reaction of Fluoroaromatic Compounds with Cyclopropanol》,we know some information about this compound(34941-92-9)COA of Formula: C5H3ClFN, but this is not all information, there are many literatures related to this compound(34941-92-9).

Reference:
Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

Quality Control of 2,6-Dichloro-3-fluoropyridine. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: 2,6-Dichloro-3-fluoropyridine, is researched, Molecular C5H2Cl2FN, CAS is 52208-50-1, about 2,6-Di(arylamino)-3-fluoropyridine Derivatives as HIV Non-Nucleoside Reverse Transcriptase Inhibitors. Author is Sergeyev, Sergey; Yadav, Ashok Kumar; Franck, Philippe; Michiels, Johan; Lewi, Paul; Heeres, Jan; Vanham, Guido; Arien, Kevin K.; Vande Velde, Christophe M. L.; De Winter, Hans; Maes, Bert U. W..

New non-nucleoside reverse transcriptase inhibitors (NNRTI), which are similar in structure to earlier described di(arylamino)pyrimidines but featuring a 2,6-di(arylamino)-3-fluoropyridine, 2,4-di(arylamino)-5-fluoropyrimidine, or 1,3-di(arylamino)-4-fluorobenzene moiety instead of a 2,4-disubstituted pyrimidine moiety, are reported. The short and practical synthesis of novel NNRTI relies on two sequential Pd-catalyzed aminations as the key steps. It is demonstrated through direct comparison with reference compounds that the presence of a fluorine atom increases the in vitro anti-HIV activity, both against the wild type virus and drug-resistant mutant strains. Three compounds, e.g., I, were found to display E50 close to 1.0 nM and a very high selectivity index (>40000).

From this literature《2,6-Di(arylamino)-3-fluoropyridine Derivatives as HIV Non-Nucleoside Reverse Transcriptase Inhibitors》,we know some information about this compound(52208-50-1)Quality Control of 2,6-Dichloro-3-fluoropyridine, but this is not all information, there are many literatures related to this compound(52208-50-1).

Reference:
Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

COA of Formula: C4H6O3. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: (R)-4-Hydroxydihydrofuran-2(3H)-one, is researched, Molecular C4H6O3, CAS is 58081-05-3, about Practical syntheses of (S)-4-hydroxytetrahydrofuran-2-one, (S)-3-hydroxytetrahydrofuran, and their (R)-enantiomers. Author is Yuasa, Yoshifumi; Tsuruta, Haruki.

Optically active 4-hydroxytetrahydrofuran-2-one was synthesized in good yield from ClCH2CHOHCH2CO2Et (I) by refluxing with dilute HCl. In a similar manner, optically active 3-hydroxytetrahydrofuran was prepared from ClCH2CHOH(CH2)2OH, which was derived from I by NaBH4-reduction These cyclizations proceed without racemization.

Here is a brief introduction to this compound(58081-05-3)COA of Formula: C4H6O3, if you want to know about other compounds related to this compound(58081-05-3), you can read my other articles.

Reference:
Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: (R)-4-Hydroxydihydrofuran-2(3H)-one( cas:58081-05-3 ) is researched.Application In Synthesis of (R)-4-Hydroxydihydrofuran-2(3H)-one.Hofmayer, Maximilian S.; Sunagatullina, Alisa; Broesamlen, Daniel; Mauker, Philipp; Knochel, Paul published the article 《Stereoselective Cobalt-Catalyzed Cross-Coupling Reactions of Arylzinc Chlorides with α-Bromolactones and Related Derivatives》 about this compound( cas:58081-05-3 ) in Organic Letters. Keywords: arylated lactone diastereoselective synthesis coupling arylzinc chloride bromolactone; protected aldol diastereoselective synthesis coupling arylzinc chloride bromolactone. Let’s learn more about this compound (cas:58081-05-3).

α-Bromolactones bearing a substituent in the β-position undergo a highly trans-diastereoselective arylation with arylzinc chlorides in the presence of 10-20% CoCl2 and 10-20% PPh3 in THF under mild conditions (25°C, 16 h) leading to optically enriched α-arylated lactones and protected aldol products (99% ee) in 52-96% yield. The synthetic utility of this arylation was demonstrated by the stereoselective preparation of an artificial rotenoid MOM-protected munduserol derivative

Here is a brief introduction to this compound(58081-05-3)Application In Synthesis of (R)-4-Hydroxydihydrofuran-2(3H)-one, if you want to know about other compounds related to this compound(58081-05-3), you can read my other articles.

Reference:
Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Synthesis called (R)-Ethyl 4-tert-butoxy-3-hydroxybutanoate, a versatile chiral building block for EPC (enantiomerically pure compound) syntheses, by yeast reduction of ethyl 4-tert-butoxy-3-oxobutanoate, Author is Seebach, Dieter; Eberle, Martin, which mentions a compound: 58081-05-3, SMILESS is O=C1OC[C@H](O)C1, Molecular C4H6O3, Application In Synthesis of (R)-4-Hydroxydihydrofuran-2(3H)-one.

Treatment of ROCH2COCH2CO2R1 (I; R = Me3C, R1 = Et) with baker’s yeast and sucrose in H2O at 28° for 4 days gave 72% (R)-ROCH2CH(OH)CH2CO2R1 (II; R = Me3C, R1 = Et) in 97% enantiomeric excess. Similar treatment of I (R = Me3C, R1 = Me; R = PhCH2, R1 = Et) gave 70 and 58% II in 82 and 56% enantiomeric excess resp.

Here is a brief introduction to this compound(58081-05-3)Application In Synthesis of (R)-4-Hydroxydihydrofuran-2(3H)-one, if you want to know about other compounds related to this compound(58081-05-3), you can read my other articles.

Reference:
Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – 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: 58081-05-3, is researched, Molecular C4H6O3, about Single-step conversion of chiral carnitine and derivatives into (S)- and (R)-β-substituted γ-butyrolactones, the main research direction is butyrolactone preparation; carnitine cyclocondensation.Safety of (R)-4-Hydroxydihydrofuran-2(3H)-one.

An efficient 1-step conversion of chiral carnitine and its derivatives into stereoisomerically pure (S)- and (R)-β-substituted γ-butyrolactones by cyclocondensation is described. (S)- or (R)-carnitine and (R)-aminocarnitine give β-hydroxy-γ-butyrolactone and β-amino-γ-butyrolactone in 82 and 77% yield, resp., with retention. (R)-(acetylamino)carnitine gives (R)-β-acetylamino-γ-butyrolactone in 90% yield, while (R)-acetylcarnitine gives 2(5H)-furanone under the same reaction conditions in 77% yield via cyclization and subsequent elimination. (R)-N-benzyloxycarnitinamide gives a mixture of pyrrolidinone (11% yield) and furanoyl imidate (50% yield) derivatives

Here is a brief introduction to this compound(58081-05-3)Safety of (R)-4-Hydroxydihydrofuran-2(3H)-one, if you want to know about other compounds related to this compound(58081-05-3), you can read my other articles.

Reference:
Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem

Recommanded Product: 4-Chloro-2-fluoropyridine. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 4-Chloro-2-fluoropyridine, is researched, Molecular C5H3ClFN, CAS is 34941-92-9, about Cross-Electrophile Coupling of Unactivated Alkyl Chlorides. Author is Sakai, Holt A.; Liu, Wei; Le, Chi “Chip”; MacMillan, David W. C..

Overcoming intrinsic limitations of C(sp3)-Cl bond activation, the development of a novel organosilane reagent Si(TMS)3(N)R1R2 (R1 = adamantyl, tert-Bu, i-Pr, n-Bu; R2 = H) that can participate in chlorine atom abstraction under mild photocatalytic conditions were reported. In particular, the application of this mechanism to a dual nickel/photoredox catalytic protocol that enables the first cross-electrophile coupling of unactivated alkyl chlorides R3Cl (R3 = cyclohexyl, oxan-4-yl, 4-cyanobutyl, etc.) and aryl chlorides R4Cl (R4 = pyridin-4-yl, quinolin-3-yl, 2-(methylsulfanyl)pyrimidin-5-yl, etc.) was described. Employing these low-toxicity, abundant, and com. available organochloride building blocks, this methodol. allows access to a broad array of highly functionalized C(sp2)-C(sp3) coupled adducts, e.g., I including numerous drug analogs.

Here is a brief introduction to this compound(34941-92-9)Recommanded Product: 4-Chloro-2-fluoropyridine, if you want to know about other compounds related to this compound(34941-92-9), you can read my other articles.

Reference:
Pyrroline – Wikipedia,
1-Pyrroline | C4H7N – PubChem