Category: iodides-buliding-blocks

Synthesis of 5-Arylpyrrole-2-carboxylic Acids as Key Intermediates for NBD Series HIV-1 Entry Inhibitors was written by Belov, Dmitry S.;Ivanov, Vladimir N.;Curreli, Francesca;Kurkin, Alexander V.;Altieri, Andrea;Debnath, Asim K.. And the article was included in Synthesis in 2017.Computed Properties of C8H9IO2 This article mentions the following:

5-Arylpyrrole-2-carboxylic acids are important key intermediates in the synthesis of HIV-1 entry inhibitors (such as NBD-11021 and NBD-14010). Herein, a general method for the synthesis of some 5-arylpyrrole-2-carboxylic acids, e.g., I, in three steps starting from pyrrole is presented. By this method, the compounds could be prepared on gram scale and without chromatog. purification In the experiment, the researchers used many compounds, for example, 4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2Computed Properties of C8H9IO2).

4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2) belongs to iodide derivatives. Organic iodides are widely used in organic synthesis. Halogenation of aromatic hydrocarbons is a very important reaction via an electrophilic aromatic substitution. A typical method for synthesis of aromatic iodides is diazotization of primary aromatic amines followed by treatment of potassium iodide. Aliphatic alcohols are converted to alkyl iodides by treating with hydrogen iodide.Computed Properties of C8H9IO2

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Enantioselective, Catalytic Vicinal Difluorination of Alkenes was written by Scheidt, Felix;Schaefer, Michael;Sarie, Jerome C.;Daniliuc, Constantin G.;Molloy, John J.;Gilmour, Ryan. And the article was included in Angewandte Chemie, International Edition in 2018.Safety of Methyl 3,5-dihydroxy-4-iodobenzoate This article mentions the following:

An efficient method was developed for the synthesis of 1,2-difluoroethyl arenes ArCH(F)CH₂F [Ar = 3-CNC₆H₄, 4-O₂NC₆H₄, 2-SO₂MeC₆H₄, etc.] via enantioselective I^I/I^III catalytic vicinal difluorination of terminal alkenes using novel C₂-sym. resorcinol derivative Catalyst turnover via in situ generation of an ArI^IIIF₂ species was enabled by Selectfluor oxidation and addition of an inexpensive HF-amine complex. The HF:amine ratio employed in this process provided a handle for regioselective orthogonality as a function of Bronsted acidity. Selectivity reversal from the 1,1-difluorination pathway (geminal) to the desired 1,2-difluorination (vicinal) was disclosed (>20:1 in both directions). An achiral variant of the reaction was also presented using p-iodotoluene (up to >95 % yield). In the experiment, the researchers used many compounds, for example, Methyl 3,5-dihydroxy-4-iodobenzoate (cas: 338454-02-7Safety of Methyl 3,5-dihydroxy-4-iodobenzoate).

Methyl 3,5-dihydroxy-4-iodobenzoate (cas: 338454-02-7) belongs to iodide derivatives. Iodide-containing intermediates are common in organic synthesis, because of the easy formation and cleavage of the C–I bond. Iodo alkanes participate in a variety of organic synthesis reactions, which include the Simmons–Smith reaction (cyclopropanation using iodomethane), Williamson ether synthesis, Wittig reaction, Grignard reaction, alkyl coupling reactions, and Wurtz reaction.Safety of Methyl 3,5-dihydroxy-4-iodobenzoate

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

An N-Acyliminium Cyclization Approach to a Total Synthesis of (+)-Cylindricine C was written by Liu, Jia;Swidorski, Jacob J.;Peters, Scott D.;Hsung, Richard P.. And the article was included in Journal of Organic Chemistry in 2005.Related Products of 10297-05-9 This article mentions the following:

Details of problems and solutions encountered during the development of an enantioselective total synthesis of (+)-cylindricine C (I) are described here. The total synthesis itself was accomplished in 8 steps, featuring an N-acyliminium cyclization strategy, the seldom-used Wharton rearrangement, and a key epimerization at C5. In the experiment, the researchers used many compounds, for example, 1-Chloro-4-iodobutane (cas: 10297-05-9Related Products of 10297-05-9).

1-Chloro-4-iodobutane (cas: 10297-05-9) belongs to iodide derivatives. Generally organic iodides can be divided into two classes of alkyl iodides and aryl iodides. Typical reactions of alkyl iodides include nucleophilic substitution, elimination, reduction, and the formation of organometallics. In the chemical industry, alkyl iodides serve as excellent alkylating agents and, specifically, methyl iodide is used as a methylating agent in the synthesis of various pharmaceutical drugs.Related Products of 10297-05-9

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Catalytic Enantioselective Synthesis of Difluorinated Alkyl Bromides was written by Levin, Mark D.;Ovian, John M.;Read, Jacquelyne A.;Sigman, Matthew S.;Jacobsen, Eric N.. And the article was included in Journal of the American Chemical Society in 2020.COA of Formula: C8H7IO4 This article mentions the following:

An iodoarene-catalyzed (R,R)/(S,S)I (R = Ph, 3-chlorophenyl, 3,4,5-trifluorophenyl, 2-Me Ph, etc.; R¹ = Me, Bn) enantioselective synthesis of β,β-difluoroalkyl bromide (R)-R²C(F₂)CH(Br)R³ (R² = 3-nitropenyl, 4-bromophenyl, 4-trifluoromethylphenyl, 1-methyl-1H-pyrazol-4-yl, etc.; R³ = Me, Et, nBu, iPr, etc.) building blocks was reported. The transformation involves an oxidative rearrangement of α-bromostyrenes R²C(Br)=CHR³, utilizing HF-pyridine as the fluoride source and m-CPBA as the stoichiometric oxidant. A catalyst decomposition pathway was identified, which, in tandem with catalyst structure-activity relationship studies, facilitated the development of an improved catalyst providing higher enantioselectivity with lower catalyst loadings. The versatility of the difluoroalkyl bromide products was demonstrated via highly enantiospecific substitution reactions with suitably reactive nucleophiles. The origins of enantioselectivity were investigated using computed interaction energies of simplified catalyst and substrate structures, providing evidence for both CH-π and π-π transition state interactions as critical features. In the experiment, the researchers used many compounds, for example, Methyl 3,5-dihydroxy-4-iodobenzoate (cas: 338454-02-7COA of Formula: C8H7IO4).

Methyl 3,5-dihydroxy-4-iodobenzoate (cas: 338454-02-7) belongs to iodide derivatives. Organic iodides can be alkyl, alkenyl, or alkynyl, and all of them are very reactive toward with many kinds of nucleophiles. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.COA of Formula: C8H7IO4

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Regioselective monobromination of phenols with KBr and ZnAl-BrO₃^–-layered double hydroxides was written by Wang, Ligeng;Feng, Chun;Zhang, Yan;Hu, Jun. And the article was included in Molecules in 2020.Category: iodides-buliding-blocks This article mentions the following:

The regioselective mono-bromination of phenols was successfully developed with KBr and ZnAl-BrO₃^–-layered double hydroxides (abbreviated as ZnAl-BrO₃^–-LDHs) as brominating reagents. The para site was much favorable and the ortho site takes the priority if para site was occupied. This reaction featured with excellent regioselectivity, cheap brominating reagents, mild reaction condition, high atom economy, broad substrate scope, and provided an efficient method to synthesize bromophenols. In the experiment, the researchers used many compounds, for example, 4-Bromo-2-iodophenol (cas: 207115-22-8Category: iodides-buliding-blocks).

4-Bromo-2-iodophenol (cas: 207115-22-8) belongs to iodide derivatives. Organoiodine compounds occur widely in organic chemistry, but are relatively rare in nature. In the chemical industry, alkyl iodides serve as excellent alkylating agents and, specifically, methyl iodide is used as a methylating agent in the synthesis of various pharmaceutical drugs.Category: iodides-buliding-blocks

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthesis of unsymmetrical biaryl ketones via palladium-catalyzed carbonylative cross-coupling reaction of arylboronic acids with iodoarenes was written by Ishiyama, Tatsuo;Kizaki, Hiroe;Miyaura, Norio;Suzuki, Akira. And the article was included in Tetrahedron Letters in 1993.HPLC of Formula: 36748-88-6 This article mentions the following:

The cross-coupling reaction between arylboronic acids, CO (1 atm), and aryl iodides in the presence of palladium catalyst and base provided unsym. biaryl ketones in high yields. Thus, PdCl₂(CH₃CN)₂ catalyzed carbonylative cross-coupling reaction of PhB(OH)₂ with 4-IC₆H₄NO₂ in anisole containing K₂CO₃ and CO gave 89% PhCOC₆H₄NO₂-4. The choice of a suitable base and solvent was essential to achieve selective formation of the unsym. biaryl ketone without a biaryl byproduct. In the experiment, the researchers used many compounds, for example, 3-Iodobenzo[b]thiophene (cas: 36748-88-6HPLC of Formula: 36748-88-6).

3-Iodobenzo[b]thiophene (cas: 36748-88-6) belongs to iodide derivatives. Organic iodides are widely used in organic synthesis. Halogenation of aromatic hydrocarbons is a very important reaction via an electrophilic aromatic substitution. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.HPLC of Formula: 36748-88-6

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reinvestigation of the orientation of halogen substitution in imidazoles by nuclear magnetic resonance spectroscopy was written by Naidu, M. Seshapathi R.;Bensusan, Howard B.. And the article was included in Journal of Organic Chemistry in 1968.Product Details of 15813-09-9 This article mentions the following:

Imidazole is treated with iodine at pH 7 and in an alk. medium and 4(5)-methylimidazole is treated with iodine in alk. medium to give 4,5-diiodoimidazole and 4(5)-iodo-5(4)-methylimidazole. Similarly prepared is 4(5)-bromo-5(4)-methylimidazole. N.M.R. data are given. In the experiment, the researchers used many compounds, for example, 4,5-Diiodo-1H-imidazole (cas: 15813-09-9Product Details of 15813-09-9).

4,5-Diiodo-1H-imidazole (cas: 15813-09-9) belongs to iodide derivatives. Typical reactions of alkyl iodides include nucleophilic substitution, elimination, reduction, and the formation of organometallics. In the chemical industry, alkyl iodides serve as excellent alkylating agents and, specifically, methyl iodide is used as a methylating agent in the synthesis of various pharmaceutical drugs.Product Details of 15813-09-9

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

An elimination/Heck coupling/allylation cascade reaction: synthesis of 2,3-dihydrobenzofurans from allenoate adducts was written by Yang, Jianguo;Mo, Hanjie;Wu, Haijian;Cao, Dongdong;Pan, Chengmin;Wang, Zhiming. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2018.Application of 207115-22-8 This article mentions the following:

A highly regio- and stereoselective Pd-catalyzed cascade reaction of allenoate adducts has been developed. Various allenoate adducts of phosphine-catalyzed addition of allenoates are found to be efficient substrates for the preparation of 2,3-dihydrobenzofuran. It is the first example of allenoate adducts used as ideal and practical precursors of hard-to-get functionalized 1,3-butadienes for heterocycle synthesis. In the experiment, the researchers used many compounds, for example, 4-Bromo-2-iodophenol (cas: 207115-22-8Application of 207115-22-8).

4-Bromo-2-iodophenol (cas: 207115-22-8) belongs to iodide derivatives. Organic iodides can be alkyl, alkenyl, or alkynyl, and all of them are very reactive toward with many kinds of nucleophiles. In the chemical industry, alkyl iodides serve as excellent alkylating agents and, specifically, methyl iodide is used as a methylating agent in the synthesis of various pharmaceutical drugs.Application of 207115-22-8

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Thermal [2 + 2]-cycloaddition between silylalkynes and allenylphenols followed by the nucleophilic addition of water: metal-free and economical synthesis of arylcyclobutenals was written by Ohno, Shohei;Avena, Ramon Francisco;Aoyama, Hiroshi;Fujioka, Hiromichi;Arisawa, Mitsuhiro. And the article was included in Green Chemistry in 2020.Application In Synthesis of 4-Bromo-2-iodophenol This article mentions the following:

Herein, authors report an unprecedented thermal [2 + 2]-cycloaddition between silylalkynes and allenylphenols to form an aromatizing cyclobutachromene intermediate, followed by the nucleophilic addition of water to yield functionalized arylcyclobutenals. This reaction is atom- and pot-economical because all the atoms contained in the starting material are retained in the final product, no other reactants are required, and it proceeds in one-pot. In the experiment, the researchers used many compounds, for example, 4-Bromo-2-iodophenol (cas: 207115-22-8Application In Synthesis of 4-Bromo-2-iodophenol).

4-Bromo-2-iodophenol (cas: 207115-22-8) belongs to iodide derivatives. Typical reactions of alkyl iodides include nucleophilic substitution, elimination, reduction, and the formation of organometallics. The C–I bond is the weakest of the carbon–halogen bonds. These bond strengths correlate with the electronegativity of the halogen, decreasing in the order F > Cl > Br > I. This periodic order also follows the atomic radius of halogens and the length of the carbon-halogen bond.Application In Synthesis of 4-Bromo-2-iodophenol

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

2-Dimensional molecular wiring based on toroidal delocalization of hexaarylbenzene was written by Tanaka, Yuya;Koike, Takashi;Akita, Munetaka. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2010.COA of Formula: C10H12I2 This article mentions the following:

A series of tetraphenylbenzenes having two peripheral thienyliron substituents, and their non-arylated models, I [M = (dppe)Fe(η⁵-C₅H₅); 1, R¹ = Ph, R² = H; 2, R¹ = Ph, R² = Me; 3, R¹ = R² = H] and II [M = (dppe)Fe(η⁵-C₅H₅); 4, R³ = Ph; 5, R³ = Me] has been prepared; the electron communication of the metal centers through toroidal delocalization among the peripheral aromatic groups is evidenced by electrochem. and near-IR data. Crystal structures of 1, 2 and 5 are reported. In the experiment, the researchers used many compounds, for example, 1,4-Diiodo-2,3,5,6-tetramethylbenzene (cas: 3268-21-1COA of Formula: C10H12I2).

1,4-Diiodo-2,3,5,6-tetramethylbenzene (cas: 3268-21-1) belongs to iodide derivatives. Iodide-containing intermediates are common in organic synthesis, because of the easy formation and cleavage of the C–I bond. Organoiodine lubricants can be used with titanium, stainless steels, and other metals which tend to seize up with conventional lubricants: organoiodine lubricants can be used in turbines and spacecraft, and as a cutting oil in machining.COA of Formula: C10H12I2

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com