Month: October 2022

In 2022,Gao, Yanfeng; Mao, Yuanhao; Miao, Zhiwei published an article in Organic Letters. The title of the article was 《Enantioselective 1,3-Dipolar (5+3) Cycloadditions of Oxidopyrylium Ylides and Vinylcyclopropanes toward 9-Oxabicyclononanes》.Recommanded Product: 1774-47-6 The author mentioned the following in the article:

An efficient and mild enantioselective palladium-catalyzed (5+3) cycloaddition of vinylcyclopropanes and oxidopyrylium ylides generated in situ from benzopyranones was developed, in the presence of a chiral PHOX ligand. These reactions afforded various highly functionalized bridged oxa-[3.3.1]carbocycles I [R = H, Me, Et, n-Bu, i-Bu, CH2-t-Bu; R1 = Me, Et, Ar = Ph, 2-furyl, 2-thienyl, etc.] with three stereogenic centers that were challenging to synthesize, in moderate to good yields and enantioselectivities. The experimental process involved the reaction of Trimethylsulfoxonium iodide(cas: 1774-47-6Recommanded Product: 1774-47-6)

Trimethylsulfoxonium iodide(cas: 1774-47-6) is a sulfoxonium salt. It is used to generate dimethyloxosulfonium methylide by reaction with sodium hydride. The latter compound is used as a methylene-transfer reagent, and is used to prepare epoxides.Recommanded Product: 1774-47-6

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

Reference of 1,2-DiiodoethaneIn 2016 ,《Ligand-Controlled Monoselective C-Aryl Glycoside Synthesis via Palladium-Catalyzed C-H Functionalization of N-Quinolyl Benzamides with 1-Iodoglycals》 appeared in Organic Letters. The author of the article were Liu, Minglong; Niu, Youhong; Wu, Yan-Fen; Ye, Xin-Shan. The article conveys some information:

A monoselective synthesis of aryl-C-Δ1,2-glycosides, e.g. I, from 1-iodoglycals via palladium-catalyzed ortho-C-H activation of N-quinolyl benzamides has been developed. An amino acid derivative was used as a crucial ligand to improve the yield and monoselectivity of the coupling reaction. The utility of this protocol was demonstrated by a concise synthesis of key moieties of some natural products.1,2-Diiodoethane(cas: 624-73-7Reference of 1,2-Diiodoethane) was used in this study.

1,2-Diiodoethane(cas: 624-73-7) is one of organic iodides. The carbon-iodine bond is weaker than other carbon-halogen bonds due to the poor electronegative nature of the iodine atom. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine. Organic iodides can be alkyl, alkenyl, or alkynyl, and all of them are very reactive toward with many kinds of nucleophiles.Reference of 1,2-Diiodoethane

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

Formula: C2H4I2In 2017 ,《Synthesis of 1,2-Bis(trifluoromethylthio)arenes via Aryne Intermediates》 was published in Organic Letters. The article was written by Mesgar, Milad; Daugulis, Olafs. The article contains the following contents:

A general method for synthesis of 1,2-bis-trifluoromethylthioarenes has been developed. Arynes generated from silylaryl triflates or halides react with bis(trifluoromethyl)disulfide to afford 1,2-bis-trifluoromethylthioarenes. Aryl, alkyl, ester, halide, and methoxy functionalities are compatible with reaction conditions. Use of bis(perfluoroaryl)disulfides gave moderate yields of aryne disulfenylation or cyclization to fluorinated dibenzothiophenes. After reading the article, we found that the author used 1,2-Diiodoethane(cas: 624-73-7Formula: C2H4I2)

1,2-Diiodoethane(cas: 624-73-7) is one of organic iodides. The carbon-iodine bond is weaker than other carbon-halogen bonds due to the poor electronegative nature of the iodine atom. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine. Organic iodides can be alkyl, alkenyl, or alkynyl, and all of them are very reactive toward with many kinds of nucleophiles.Formula: C2H4I2

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

《Dimethyl 2-{[2-(2-methoxy-1-methoxycarbonyl-2- oxoethyl)-4,5,7-trimethoxy-3-(2,4,5-trimethoxyphenyl) -2,3-dihydro-1H-inden-1-yl]methyl}malonate》 was written by Boichenko, Maksim A.; Chagarovskiy, Alexey O.; Rybakov, Victor B.; Trushkov, Igor V.; Ivanova, Olga A.. Recommanded Product: 1774-47-6This research focused ontrimethoxyphenyl cyclopropanediester dimerization; dimethyl trimethoxyphenyl trimethoxyindanyl malonate preparation. The article conveys some information:

A simple synthetic approach to di-Me 2-{[2-(2-methoxy-1-methoxycarbonyl-2-oxoethyl) -4,5,7-trimethoxy-3-(2,4,5-trimethoxyphenyl)-2,3-dihydro-1H-inden-1-yl]methyl}malonate was developed, based on a B(C6F5)3-induced domino dimerization of 2-(2,4,5-trimethoxyphenyl) cyclopropane-1,1-diester. The experimental process involved the reaction of Trimethylsulfoxonium iodide(cas: 1774-47-6Recommanded Product: 1774-47-6)

Trimethylsulfoxonium iodide(cas: 1774-47-6) reacts with sodium hydride to prepare dimethyloxosulfonium methylide, which is used as a methylene-transfer reagent in synthetic chemistry. It is used to prepare ylide, which reacts with carbonyl compounds to get epoxides.Recommanded Product: 1774-47-6

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

《Palladium-Catalyzed Cascade Carbonylative Cyclization Reaction of Trifluoroacetimidoyl Chlorides and 2-Iodoanilines: Toward 2-(Trifluoromethyl)quinazolin-4(3H)-ones Synthesis》 was written by Yang, Hefei; Wang, Le-Cheng; Wang, Wei-Feng; Chen, Zhengkai; Wu, Xiao-Feng. Related Products of 63069-48-7This research focused ontrifluoroacetimidoyl chloride iodoaniline palladium catalyst cascade cyclization; trifluoromethyl quinazolinone preparation. The article conveys some information:

A palladium-catalyzed cascade carbonylative/cyclization reaction for the synthesis of 2-(trifluoromethyl)quinazolin-4(3H)-ones was achieved. The transformation utilizes readily available 2-iodoanilines and trifluoroacetimidoyl chlorides as the starting reagents, enabling a simple and convenient access to pharmaceutically significant quinazolin-4(3H)-one derivatives In the part of experimental materials, we found many familiar compounds, such as 4-Chloro-2-iodoaniline(cas: 63069-48-7Related Products of 63069-48-7)

4-Chloro-2-iodoaniline(cas: 63069-48-7) belongs to anime. Many important products require amines as part of their syntheses. Methylamine is utilized in the production of the analgesic meperidine (trade name Demerol) and the photographic developer Metol (trademark), and dimethylamine is used in the synthesis of the antihistamine diphenhydramine (trade name Benadryl), the solvent dimethylformamide (DMF), and the rocket propellant 1,1-dimethylhydrazine. The synthesis of the insect repellent N,N-diethyl-m-toluamide (DEET) incorporates diethylamine while that of the synthetic fibre Kevlar requires aromatic amines.Related Products of 63069-48-7

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

SDS of cas: 189518-78-3On May 21, 2021 ,《Bis(μ-oxo)-Dititanium(IV)-Chiral Binaphthyldisulfonate Complexes for Highly Enantioselective Intramolecular Hydroalkoxylation of Nonactivated Alkenes》 appeared in ACS Catalysis. The author of the article were Xie, Wen-Bin; Li, Zhi. The article conveys some information:

A series of chiral 1,1′-binaphthyl-2,2′-disulfonic acids was designed, synthesized, and applied in a highly enantioselective Ti-catalyzed intramol. hydroalkoxylation of nonactivated alkenes. The catalyst is probably a complex between two chiral binaphthyldisulfonate ligands and a bis(μ-oxo)-dititanium(IV) core structure. The sulfonamide groups of the ligands and water are necessary for the catalysis, as they may stabilize the catalytically active complex through hydrogen bonding. Various 2-methylcoumarans were obtained in up to greater than 99% yields and up to 97% enantiomeric excess under mild conditions.(R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene(cas: 189518-78-3SDS of cas: 189518-78-3) was used in this study.

(R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene(cas: 189518-78-3) belongs to organic iodides. 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.SDS of cas: 189518-78-3Halogenation of aromatic hydrocarbons is a very important reaction via an electrophilic aromatic substitution.

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

Recommanded Product: 189518-78-3On March 31, 2020, Kohlhaas, Martha; Lutz, Fabian; Paransothy, Nirtharsan; Octa-Smolin, Frescilia; Woelper, Christoph; Niemeyer, Jochen published an article in Synthesis. The article was 《Synthesis of Bis-BINOL Derivatives: Linking via the 3-, 4-, or 5-Position by Generation of Suitable C1 -Symmetric Precursors》. The article mentions the following:

Strategies for the linking of BINOL units via the 3-, 4-, or 5-positions, showing that unique synthetic strategies are necessary to address each position were described. The synthesis of suitable C1-sym. precursors, which were generated either by monohalogenation or by monodeprotection of C2-sym. starting materials and their subsequent coupling to give linked bis-BINOL derivatives was reported. The experimental part of the paper was very detailed, including the reaction process of (R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene(cas: 189518-78-3Recommanded Product: 189518-78-3)

(R)-3,3′-Diiodo-2,2′-bis(methoxymethoxy)-1,1′-binaphthalene(cas: 189518-78-3) belongs to organic iodides. The carbon-iodine bond is weaker than other carbon-halogen bonds due to the poor electronegative nature of the iodine atom. Organic iodides can be alkyl, alkenyl, or alkynyl, and all of them are very reactive toward with many kinds of nucleophiles.Recommanded Product: 189518-78-3

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

In 2019,ChemPlusChem included an article by Sivalingam, Soumya; Debsharma, Kingshuk; Dasgupta, Ayan; Sankararaman, Sethuraman; Prasad, Edamana. Formula: C10H7I. The article was titled 《Effect of Slip-Stack Self-Assembly on Aggregation-Induced Emission and Solid-State Luminescence in 1,3-Diarylpropynones》. The information in the text is summarized as follows:

Co-facial stacking can result in aggregation-caused quenching (ACQ) in conjugated organic luminogens. This study provides an attractive ‘slip-stack’ self-assembly approach which can eliminate the occurrence of ACQ. The obtained results from steady-state and time-resolved optical studies, along with X-ray diffraction and computational studies demonstrate aggregation-induced emission enhancement (AIEE) of a donor-π-acceptor based 1,3-diarylpropynone, namely 1-(naphthalenyl)-3-(pyren-1-yl)prop-2-yn-1-one (PYNAP). Unlike the monomer, which exhibits poor photoluminescence in solution (Φf = 2% in ACN), the twisted manifold of PYNAP allows the orientation of the mols. in a slip-stack fashion during the course of aggregation, which not only avoids a direct co-facial arrangement, but also induces augmented rigidity, leading to restricted intramol. rotation (RIR) and enhanced emission quantum yield (Φf = 5% in ACN/H2O). The aggregation behavior of PYNAP’s congener, 1-phenyl-3-(pyren-1-yl)prop-2-yn-1-one (PYPH) reinforces the hypothesis that slip-stack assembly is a useful strategy for AIEE in polycyclic hydrocarbon luminogens. In the experiment, the researchers used many compounds, for example, 1-Iodonaphthalene(cas: 90-14-2Formula: C10H7I)

1-Iodonaphthalene(cas: 90-14-2) is one of organic iodides. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak 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.Formula: C10H7I

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

In 2019,Chemical Science included an article by Zhu, Chuan; Zhang, Yu-Feng; Liu, Ze-Yao; Zhou, Lu; Liu, Haidong; Feng, Chao. Application of 301673-14-3. The article was titled 《Selective C-F bond carboxylation of gem-difluoroalkenes with CO2 by photoredox/palladium dual catalysis》. The information in the text is summarized as follows:

A selective defluorinative carboxylation of gem-difluoroalkenes through photoredox/palladium dual catalysis. The C-F bond activation was enabled by single electron reduction through photoredox catalysis to generate a fluorovinyl radical, which subsequently participates in an unprecedented palladium-catalyzed carboxylation. This novel C-F functionalization proved applicable to a wide range of substituted gem-difluoroalkenes, providing a rapid access to valuable α-fluoroacrylic acids. In the experiment, the researchers used tert-Butyl 4-iodopiperidine-1-carboxylate(cas: 301673-14-3Application of 301673-14-3)

tert-Butyl 4-iodopiperidine-1-carboxylate(cas: 301673-14-3) is one of organic iodides. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak 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.Application of 301673-14-3

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

The author of 《Electrochemical Fluorocyclization of N-Allylcarboxamides to 2-Oxazolines by Hypervalent Iodine Mediator》 were Haupt, John D.; Berger, Michael; Waldvogel, Siegfried R.. And the article was published in Organic Letters in 2019. Reference of 1-Iodo-4-methylbenzene The author mentioned the following in the article:

A resource saving protocol for the synthesis of 5-fluoromethyl-2-oxazolines by using electrochem. has been realized. Thereby, a hypervalent iodine species I(III) is generated by anodic oxidation in the presence of Et3N·5HF and mediates the cyclization of N-allylcarboxamide to 5-fluoromethyl-2-oxazoline. This method allows application to various substrates furnishing the 2-oxazolines with yields up to 68%. The protocol is easy to conduct under constant current conditions offering a sustainable alternative over conventional reagent-based pathways. The experimental part of the paper was very detailed, including the reaction process of 1-Iodo-4-methylbenzene(cas: 624-31-7Reference of 1-Iodo-4-methylbenzene)

1-Iodo-4-methylbenzene(cas: 624-31-7) undergoes Suzuki-Miyaura coupling reaction with phenylboronic acid catalyzed by (Ni,Mg)3Si2O5(OH)4 solid-solution nanotubes loaded with palladium.Reference of 1-Iodo-4-methylbenzene

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