Month: January 2023

Microwave-assisted efficient synthesis of 2-arylbenzo[b]furans and 2-ferrocenylbenzo[b]furans from readily prepared propargylic alcohols and o-iodophenols was written by Wu, Liansheng;Shi, Xiaokang;Xu, Xiaoyun;Liang, Fen;Huang, Guosheng. And the article was included in Journal of Chemical Sciences (Bangalore, India) in 2011.Computed Properties of C6H4BrIO This article mentions the following:

A simple, efficient, and expeditious method for the synthesis of 2-aryl- and 2-ferrocenylbenzofurans from readily prepared propargylic alcs. and 2-iodophenols using SiO₂ and PdCl₂(PPh₃)₂ (2 mol%)/CuI (2 mol%) catalyst by microwave-promoted Sonogashira coupling/cyclization was developed. The methodol. gives good to excellent yields. In addition, this method can also be completed in one-pot with PhI, 2-methyl-3-butyn-2-ol, and 2-iodo-4-methylphenol as reactants. In the experiment, the researchers used many compounds, for example, 4-Bromo-2-iodophenol (cas: 207115-22-8Computed Properties of C6H4BrIO).

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. 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.Computed Properties of C6H4BrIO

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

Iodothiophenes and Related Compounds as Coupling Partners in Copper-Mediated N-Arylation of Anilines was written by Bouarfa, Salima;Bentabed-Ababsa, Ghenia;Erb, William;Picot, Laurent;Thiery, Valerie;Roisnel, Thierry;Dorcet, Vincent;Mongin, Florence. And the article was included in Synthesis in 2021.Synthetic Route of C8H5IS This article mentions the following:

N-Arylation of various 2-acylated anilines 2-NH₂-5-R-C₆H₃C(O)R¹ (R = H, Cl; R¹ = H, Me, Ph) with different electron-rich heteroaryl iodides R²I (R² = thiophen-2-yl, 1-benzothiophen-3-yl, furan-2-yl, etc.) was achieved by using activated copper and potassium carbonate in di-Bu ether at reflux. The reactivity of the different heteroaryl iodides and anilines employed was discussed and rationalized on the basis of their electronic features. Subsequent cyclization by aromatic electrophilic substitution easily took place in the case of C2-free (benzo)thienyl I (X = O, S) or C3-free (benzo)furyl derivatives, II affording original tri- and tetracycles. The antiproliferative activity of most of them was evaluated in A2058 melanoma cells and revealed four chlorinated tetracycles as effective growth inhibitors. In the experiment, the researchers used many compounds, for example, 3-Iodobenzo[b]thiophene (cas: 36748-88-6Synthetic Route of C8H5IS).

3-Iodobenzo[b]thiophene (cas: 36748-88-6) belongs to iodide derivatives. Organoiodine compounds occur widely in organic chemistry, but are relatively rare in nature. 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.Synthetic Route of C8H5IS

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

One-pot synthesis of 6H-benzo[b]benzo[4,5]imidazo[1,2-d][1,4]oxazines via a copper-catalyzed process was written by Huang, Aiping;Liu, Huanhuan;Ma, Chen. And the article was included in RSC Advances in 2013.Recommanded Product: 207115-22-8 This article mentions the following:

A convenient and efficient copper-catalyzed one-pot process for the construction of 6H-benzo[b]benzo[4,5]imidazo[1,2-d][1,4]oxazines through reactions of 2-halophenols with 2-(chloromethyl)-1H-benzo[d]imidazoles under mild conditions is described. The reactions afforded a variety of products in good to excellent yields. In the experiment, the researchers used many compounds, for example, 4-Bromo-2-iodophenol (cas: 207115-22-8Recommanded Product: 207115-22-8).

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.Recommanded Product: 207115-22-8

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

Facile synthesis of 2-iodo-spiro[indene-1,1′-isobenzofuran]-3′-ones via iodine-promoted cascade cyclization was written by Zhu, Hai-Tao;Dong, Xue;Wang, Li-Jing;Zhong, Mei-Jin;Liu, Xue-Yuan;Liang, Yong-Min. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2012.Application of 13420-63-8 This article mentions the following:

Iodospiroindeneisobenzofuranones such as I (R = I) were prepared in 49-99% yields by regioselective iodine-mediated cascade cyclization of diarylhydroxypropynylbenzoates such as II (R¹ = Me, Et, Me₂CH, Me₃C, PhCH₂) in 1,2-dichloroethane at ambient temperature Diarylhydroxypropynylbenzoates with different aryl groups on the propynyl alc. moiety gave the corresponding iodospiroindeneisobenzofuranones with some regioselectivity. I (R = I) underwent Sonogashira, Suzuki, and Heck reactions with phenylacetylene, styrene, and 4-methoxyphenylboronic acid to give I (R = PhCC), I [R = (E)-PhCH:CH], and I (R = 4-MeOC₆H₄) in 74%, 86%, and 99% yields, resp. The structures of I and of an isopropenyliodoisobenzopyranone formed from iodocyclization of a methylhydroxybutynylbenzoate were determined by X-ray crystallog. In the experiment, the researchers used many compounds, for example, 2-Chloro-6-iodobenzoic acid (cas: 13420-63-8Application of 13420-63-8).

2-Chloro-6-iodobenzoic acid (cas: 13420-63-8) belongs to iodide derivatives. Organoiodine compounds occur widely in organic chemistry, but are relatively rare in nature. 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.Application of 13420-63-8

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

Dative Directing Group Effects in Ti-Catalyzed [2+2+1] Pyrrole Synthesis: Chemo- and Regioselective Alkyne Heterocoupling was written by Chiu, Hsin-Chun;See, Xin Yi;Tonks, Ian A.. And the article was included in ACS Catalysis in 2019.Synthetic Route of C6H4BrIO This article mentions the following:

Transient dative substrate-Ti interactions have been found to play a key role in controlling the regioselectivity of alkyne insertion and [2+2] cycloaddition in Ti-catalyzed [2+2+1] pyrrole synthesis and Ti-catalyzed alkyne hydroamination. TMS-protected alkynes with pendent Lewis basic groups can invert the regioselectivity of TMS-protected alkyne insertion, leading to the selective formation of highly substituted 3-TMS pyrroles. The competency of various potential directing groups was investigated, and it was found that the directing-group effect can be tuned by modifying the catalyst Lewis acidity, the directing-group basicity, or the directing-group tether length. Dative directing-group effects are unexplored with Ti catalysts, and this study demonstrates the potential power of dative substrate-Ti interactions in tuning selectivity. In the experiment, the researchers used many compounds, for example, 4-Bromo-2-iodophenol (cas: 207115-22-8Synthetic Route of C6H4BrIO).

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. 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.Synthetic Route of C6H4BrIO

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

Determination of volatile compounds in cider apple juices using a covalently bonded ionic liquid coating as the stationary phase in gas chromatography was written by Pello-Palma, Jairo;Gonzalez-Alvarez, Jaime;Gutierrez-Alvarez, Maria Dolores;Dapena de la Fuente, Enrique;Mangas-Alonso, Juan Jose;Mendez-Sanchez, Daniel;Gotor-Fernandez, Vicente;Arias-Abrodo, Pilar. And the article was included in Analytical and Bioanalytical Chemistry in 2017.Product Details of 10297-05-9 This article mentions the following:

A chromatog. method for the separation of volatile compounds in Asturian cider apple juices has been developed. For this separation purpose, a monocationic imidazolium-based ionic liquid bearing a reactive terminal iodine atom was synthesized by a quaternization-anion exchange chem. sequence. Next, the gas chromatog. (GC) stationary phase was prepared by covalently linking the imidazolium monolith to the reactive silanol groups of the inner capillary wall at 70 °C. This coated GC column exhibited good thermal stability (290 °C), as well as good efficiency (2000 plates/m) in the separation of volatile compounds from Asturian apple cider juices, and was characterized using the Abraham solvation parameter model. The intra-day and inter-day precision of the chromatog. method was evaluated, obtaining relative standard deviations from 3.7 to 12.9% and from 7.4 to 18.0%, resp. Furthermore, recoveries from 82.5 to 122% were achieved. [Figure not available: see fulltext.]. In the experiment, the researchers used many compounds, for example, 1-Chloro-4-iodobutane (cas: 10297-05-9Product Details of 10297-05-9).

1-Chloro-4-iodobutane (cas: 10297-05-9) 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. 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.Product Details of 10297-05-9

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

Sonogashira Reactions with Propyne: Facile Synthesis of 4-Hydroxy-2-methylbenzofurans from Iodoresorcinols was written by Berliner, Martin A.;Cordi, Eric M.;Dunetz, Joshua R.;Price, Kristin E.. And the article was included in Organic Process Research & Development in 2010.Related Products of 338454-02-7 This article mentions the following:

The Sonogashira reaction of terminal alkynes and ortho-halophenols with subsequent cyclization is a well-precedented method for the synthesis of substituted benzofurans. Here we describe the extension of this method to the coupling of 2-iodoresorcinols and terminal alkynes, including propyne, to give 4-hydroxy-2-substituted benzofurans. In particular, we describe the screening, method development, and scaleup of the reaction with propyne using standard hydrogenation equipment. In the experiment, the researchers used many compounds, for example, Methyl 3,5-dihydroxy-4-iodobenzoate (cas: 338454-02-7Related Products of 338454-02-7).

Methyl 3,5-dihydroxy-4-iodobenzoate (cas: 338454-02-7) 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. 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.Related Products of 338454-02-7

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

Scope and Mechanistic Limitations of a Sonogashira Coupling Reaction on an Imidazole Backbone was written by Sandtorv, Alexander H.;Bjorsvik, Hans-Rene. And the article was included in European Journal of Organic Chemistry in 2015.Category: iodides-buliding-blocks This article mentions the following:

A Sonogashira coupling reaction method to join terminal alkynes to the imidazole backbone was developed and studied. The method exhibits good functional group tolerance and provides target 4-alkynylated imidazoles in 70-93% yield. The alkyne reagents were characterized by DFT calculations, from which electrostatic potential surfaces (EPS) were produced. A clear correlation between the EPS of the triple bond and the success of the coupling reaction was revealed. If the EPS is in range -94 to -105 kJ mol^-1 the coupling is successful. An unsuccessful class of reagents (alkynols) was made compatible by an auxiliary group (tert-butyldimethylsilyl). EPSs of these modified reagents then resembled those of the model and these auxiliary-assisted reagents then coupled successfully in excellent yields. In the experiment, the researchers used many compounds, for example, 4,5-Diiodo-1H-imidazole (cas: 15813-09-9Category: iodides-buliding-blocks).

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. 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.Category: iodides-buliding-blocks

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

Triiodoisocyanuric acid, a new and convenient reagent for regioselective iodination of activated arenes was written by Ribeiro, Rodrigo da S.;Esteves, Pierre M.;de Mattos, Marcio C. S.. And the article was included in Journal of the Brazilian Chemical Society in 2008.HPLC of Formula: 3268-21-1 This article mentions the following:

Triiodoisocyanuric acid (TICA) was prepared in 90% yield by heating trichloroisocyanuric acid with iodine in a sealed tube. The reaction of TICA with activated arenes in acetonitrile led to an efficient and highly regioselective formation of the corresponding iodoarenes, in 73-93% isolated yield. Aniline and phenol are monoiodinated regioselectively using MeOH (53%) and CH₂Cl₂ (88%) as solvents, resp. In the experiment, the researchers used many compounds, for example, 1,4-Diiodo-2,3,5,6-tetramethylbenzene (cas: 3268-21-1HPLC of Formula: 3268-21-1).

1,4-Diiodo-2,3,5,6-tetramethylbenzene (cas: 3268-21-1) belongs to iodide derivatives. Organoiodine compounds occur widely in organic chemistry, but are relatively rare in nature. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.HPLC of Formula: 3268-21-1

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

Nickel-Catalyzed Asymmetric Reductive 1,2-Carboamination of Unactivated Alkenes was written by He, Jun;Xue, Yuhang;Han, Bo;Zhang, Chunzhu;Wang, You;Zhu, Shaolin. And the article was included in Angewandte Chemie, International Edition in 2020.Category: iodides-buliding-blocks This article mentions the following:

Starting from diverse alkene-tethered aryl iodides and O-benzoyl-hydroxylamines, the enantioselective reductive cross-electrophilic 1,2-carboamination of unactivated alkenes was achieved using a chiral pyrox/nickel complex as the catalyst. This mild, modular, and practical protocol provides rapid access to a variety of β-chiral amines with an enantioenriched aryl-substituted quaternary carbon center in good yields and with excellent enantioselectivities. This process reveals a complementary regioselectivity when compared to Pd and Cu catalysis. In the experiment, the researchers used many compounds, for example, (5-Fluoro-2-iodophenyl)methanol (cas: 877264-43-2Category: iodides-buliding-blocks).

(5-Fluoro-2-iodophenyl)methanol (cas: 877264-43-2) belongs to iodide derivatives. Organic iodides are organic compounds containing a carbon-iodine (C-I) bond. The carbon-iodine bond is weaker than other carbon-halogen bonds due to the poor electronegative nature of the iodine atom. 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.Category: iodides-buliding-blocks

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