Month: October 2022

《Copper-Catalyzed One-Pot Synthesis of 2,3-Dihydroquinazolin-4(1 H )-ones from 2-Nitrobenzonitriles and Carbonyl Compounds Mediated by Diboronic Acid in Methanol-Water》 was published in Synlett in 2020. These research results belong to Liu, Qixing; Sui, Yuebo; Zhang, Yin; Zhang, Kaili; Chen, Yongsheng; Zhou, Haifeng. Name: 2-(Benzyloxy)acetaldehyde The article mentions the following:

A copper-catalyzed one-pot synthesis of 2,3-dihydroquinazolin-4(1 H)-ones with diboronic acid as a reductant in an aqueous medium is described. Various 2,3-dihydroquinazolin-4(1 H)-ones were prepared with good functional-group tolerance in good yields under mild conditions from readily available 2-nitrobenzonitriles and various carbonyl compounds The experimental part of the paper was very detailed, including the reaction process of 2-(Benzyloxy)acetaldehyde(cas: 60656-87-3Name: 2-(Benzyloxy)acetaldehyde)

2-(Benzyloxy)acetaldehyde(cas: 60656-87-3) may be used in the following syntheses: (3S,5S)-methyl 6-benzyloxy-3,5-dihydroxyhexanoate ,(S)-5-benzyloxy-4-hydroxypentan-2-one, myxothiazols.Name: 2-(Benzyloxy)acetaldehyde

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

《Copper-Catalyzed Methylthiolation of Aryl Iodides and Bromides with Dimethyl Disulfide in Water》 was published in Synlett in 2020. These research results belong to Wang, Ying-yu; Wu, Xiang-mei; Yang, Ming-hua. Recommanded Product: 1-Iodo-2-methoxybenzene The article mentions the following:

An efficient route to aryl Me sulfides through the copper-catalyzed coupling reaction of aryl iodides or bromides with di-Me disulfide in water was described. Electron-donating and electron-withdrawing functional groups in the substrates were tolerated, and the corresponding products were obtained in moderate to good yields. In the experimental materials used by the author, we found 1-Iodo-2-methoxybenzene(cas: 529-28-2Recommanded Product: 1-Iodo-2-methoxybenzene)

1-Iodo-2-methoxybenzene(cas: 529-28-2) participates in palladium catalyzed enantioselective Heck arylation of 2,3-dihydrofuran in the presence of chiral ionic liquids containing L-prolinate and L-lactate anions and non-chiral quaternary ammonium cations.Recommanded Product: 1-Iodo-2-methoxybenzene

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

He, Jing; Yang, Zhen; Li, Weiwei; Wei, Yueting; Dai, Bin; Zhao, Jixing; Liu, Ping published their research in ChemCatChem in 2021. The article was titled 《Pd-Catalyzed N-Arylations of 3-Aryl-1-tosyl-1H-pyrazol-5-amines with Arylbromides and the Migration of Ts Group》.Safety of 1-Bromo-3-methoxybenzene The article contains the following contents:

An efficient palladium-catalyzed N-arylations of 3-aryl-1-tosyl-1H-pyrazol-5-amines with arylbromides was established. A series of diversified N-arylated products were obtained in excellent yields with broad substrate scope. Importantly, the N-arylated products undergo 1,4- and 1,6-migration reactions of Ts group under the action of Cs2CO3, affording the N-Ts-substituted pyrroles as major products (1,6-migration). Similar results was directly obtained by palladium-catalyzed reactions of 3-aryl-1-tosyl-1H-pyrazol-5-amines with arylbromides in the presence of Cs2CO3 as a base. Mechanistic studies reveal that the Ts-migration was achieved through an intermol. pathway. In the experiment, the researchers used many compounds, for example, 1-Bromo-3-methoxybenzene(cas: 2398-37-0Safety of 1-Bromo-3-methoxybenzene)

1-Bromo-3-methoxybenzene(cas: 2398-37-0) is a compound useful in organic synthesis and other chemical processes. It is an intermediate used for pharmaceuticals, perfumes and agrochemicals.Safety of 1-Bromo-3-methoxybenzene

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Category: ethers-buliding-blocksIn 2021 ,《Synthesis of Selenopyrano[2,3-c]pyrazol-4(1H)-ones and Their C-H Activation》 was published in Synlett. The article was written by Choi, In-Hui; Jalani, Hitesh B.; Jeong, Jin-Hyun. The article contains the following contents:

A multistep protocol for synthesizing selenopyrano[2,3-c]pyrazol-4(1H)-ones I [R1 = Me, Et, i-Pr, cyclopropyl, Ph; R2 = Ph, 4-MeC6H4; R3 = H] and their aryl derivatives I [R1 = Me, Et, i-Pr, cyclopropyl, Ph; R2 = Ph, 4-MeC6H4; R3 = Ph, 3,4-(MeO)2C6H3, 4-O2NC6H4, etc.] was developed for the first time by using selenopyran ring formation via an in situ-generated selenide that reacted directly with α-halo-β-ynone-bearing substituted pyrazoles to provide the corresponding selenopyrano[2,3-c]pyrazol-4(1H)-ones. Subsequent direct C-H arylation of the compounds I effected by palladium-catalyzed Heck reactions permitted the incorporation of arene substituents onto the selenopyrano[2,3-c]pyrazol-4(1H)-ones scaffolds with moderate to good yields, and might be useful for biol. screenings. In the part of experimental materials, we found many familiar compounds, such as 1-Bromo-3-methoxybenzene(cas: 2398-37-0Category: ethers-buliding-blocks)

1-Bromo-3-methoxybenzene(cas: 2398-37-0) can be used in chemical reaction as intermediates to obtain target materials such as dyes, pharmaceuticals, perfumes, photoinitiators and agrochemicals.Category: ethers-buliding-blocks

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

《One-Pot Three-Component Synthesis of 2,4,5-Triaryl-1H-imidazoles in the Presence of a Molecular Sieve Supported Titanium Catalyst under Mild Basic Conditions》 was written by Magyar, Agnes; Hell, Zoltan. Electric Literature of C8H8O2This research focused ontriaryl imidazole one pot three component preparation titanium catalyst; titanium mol sieve supported catalyst. The article conveys some information:

A series of 2,4,5-trisubstituted-imidazoles was synthesized with good to excellent yields by the one-pot condensation reaction of 1,2-dicarbonyl compounds, benzaldehydes, and ammonium acetate in the presence of 4 Å mol. sieves modified with titanium(IV) as an efficient heterogeneous catalyst. The catalyst could be recovered easily and reused without significant loss of activity. The experimental part of the paper was very detailed, including the reaction process of 2-Methoxybenzaldehyde(cas: 135-02-4Electric Literature of C8H8O2)

2-Methoxybenzaldehyde(cas: 135-02-4) is found in cassia oil, cinnamon bark, and cinnamon bark oil. It is a clear colorless liquid with a strong aroma. It has been used to examine the acaricidal activity of Periploca sepium oil and its active component against Tyrophagus putrescentiae.Electric Literature of C8H8O2

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

In 2019,ChemCatChem included an article by Qi, Xinxin; Lai, Ming; Zhu, Min-Jie; Peng, Jin-Bao; Ying, Jun; Wu, Xiao-Feng. Safety of 1-Iodo-2-methoxybenzene. The article was titled 《1-Arylvinyl formates: A New CO Source and Ketone Source in Carbonylative Synthesis of Chalcone Derivatives》. The information in the text is summarized as follows:

1-Arylvinyl formates as a kind of new CO surrogate was explored for the first time. Most of the known CO precursors usually produced undesired residuals, which were to be removed. In this strategy, after CO release, the in-situ generated acetophenones from 1-arylvinyl formates were successfully applied as a good ketone source in the synthesis of chalcones with benzaldehydes via a palladium-catalyzed reductive carbonylation reaction. A variety of chalcones were isolated in satisfactory to good yields with good substrates compatibilities under mild conditions.1-Iodo-2-methoxybenzene(cas: 529-28-2Safety of 1-Iodo-2-methoxybenzene) was used in this study.

1-Iodo-2-methoxybenzene(cas: 529-28-2) is a useful synthetic intermediate. It can be used in the synthesis of piperidinyl diaminopyrimidines as cyclin-dependent kinase inhibitors with antitumor activity and polysubstituted benzofuran derivatives as novel inhibitors of parasitic growth.Safety of 1-Iodo-2-methoxybenzene

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

In 2019,Synthesis included an article by Sang, Dayong; Tian, Juan; Tu, Xiaodong; He, Zhoujun; Yao, Ming. Related Products of 150-19-6. The article was titled 《Cleavage of Catechol Monoalkyl Ethers by Aluminum Triiodide-Dimethyl Sulfoxide》. The information in the text is summarized as follows:

Using eugenol and vanillin as model substrates, a practical method is developed for the cleavage o-hydroxyphenyl alkyl ethers. Aluminum oxide iodide (O=AlI), generated in situ from aluminum triiodide and DMSO, is the reactive ether cleaving species. The method is applicable to catechol monoalkyl ethers as well as normal Ph alkyl ethers for the removal of Me, Et, iso-Pr, and benzyl groups. A variety of functional groups such as alkenyl, allyl, amide, cyano, formyl, keto, nitro, and halogen are well tolerated under the optimum conditions. Partial hydrodebromination was observed during the demethylation of 4-bromoguaiacol, and was resolved using excess DMSO as an acid scavenger. This convenient and efficient procedure would be a practical tool for the preparation of catechols. The experimental process involved the reaction of m-Methoxyphenol(cas: 150-19-6Related Products of 150-19-6)

m-Methoxyphenol(cas: 150-19-6) may be used in synthesis of:C(4) symmetric calix[4]resorcinarene, 2-nitroso-5-methoxyphenol, 6-methoxy-2(3H)-benzoxazoloneRelated Products of 150-19-6

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

In 2019,Synlett included an article by Kandula, Venu; Thota, Pradeep Kumar; Mallesham, Poosa; Raghavulu, K.; Chatterjee, Anindita; Yennam, Satyanarayana; Behera, Manoranjan. Synthetic Route of C5H13NO2. The article was titled 《Selectfluor-Mediated Tandem Cyclization of Enaminones for the Synthesis of 3-Fluorochromones》. The information in the text is summarized as follows:

An efficient synthesis of various 3-fluorochromones (3-fluoro-4H-chromene-4-ones) from enamino ketones by using Selectfluor was described. The key step in the synthesis involves tandem fluorination and cyclization to form 3-fluorochromones in good yields. The significant features of this method include simple operational procedures, a high purity of the product and excellent regioselectivity. In the part of experimental materials, we found many familiar compounds, such as N,N-Dimethylformamide Dimethyl Acetal(cas: 4637-24-5Synthetic Route of C5H13NO2)

N,N-Dimethylformamide Dimethyl Acetal(cas: 4637-24-5) belongs to anime. Halogenation, in which one or more hydrogen atoms of an amine is replaced by a halogen atom, occurs with chlorine, bromine, and iodine, as well as with some other reagents, notably hypochlorous acid (HClO). With primary amines the reaction proceeds in two stages, producing N-chloro- and N,N-dichloro-amines, RNHCl and RNCl2, respectively. With tertiary amines, an alkyl group may be displaced by a halogen.Synthetic Route of C5H13NO2

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Li, Yuwen; Li, Sen; Du, Xin; Gu, Zhongze published an article in 2021. The article was titled 《Disulfide-yne reaction: controlling the reactivity of a surface by light》, and you may find the article in RSC Advances.Electric Literature of C12H10S2 The information in the text is summarized as follows:

In this paper we provide new insight into the disulfide-yne photo reaction, which is similar but different from the well-known thiol-yne photoclick reaction. We show that, unlike the stable product generated from thiol-yne chem., the vinyl dithioether structure obtained from disulfide-yne reaction exhibits unique reactivity with thiols and disulfides, which can be used for surface photochem. to fabricate reactive and dynamic surfaces. The possible mechanism for the unique reactivity of vinyl dithioether structure was discussed. We demonstrated that disulfide-yne reactions are highly compatible with thiol-yne chem., but offer the flexibility and dynamic nature that is lacking in thiol-yne chem., thus could be a good replenishment for the existing thiol-yne toolbox.1,2-Diphenyldisulfane(cas: 882-33-7Electric Literature of C12H10S2) was used in this study.

1,2-Diphenyldisulfane(cas: 882-33-7) belongs to ethers.The C-O bonds that comprise simple ethers are strong. They are unreactive toward all but the strongest bases. Although generally of low chemical reactivity, they are more reactive than alkanes. Electric Literature of C12H10S2

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

In 2022,Ruan, Zhuwei; Wang, Min; Yang, Chen; Zhu, Lili; Su, Zhishan; Hong, Ran published an article in JACS Au. The title of the article was 《Total Synthesis of (+)-Hinckdentine A: Harnessing Noncovalent Interactions for Organocatalytic Bromination》.Product Details of 10365-98-7 The author mentioned the following in the article:

Synthesis of hinckdentine A, a marine-sponge-derived tribrominated indole alkaloid bearing a unique indolo[1,2-c]quinazoline skeleton, was completed in 12 steps featuring the construction of the α-quaternary carbon center by asym. azo-ene cyclization. A novel organocatalyst, e.g., 1-(3,5-bis-trifluoromethyl-phenyl)-3-[2-(diphenyl-phosphinothioyl)-phenyl]-thiourea was developed to promote high-yielding tribromination, which represents a challenging process encountered in previous syntheses. D. functional theory calculations scrutinized viable substrates and deciphered the origin of the enhancement of C8 electrophilic bromination with a bifunctional organocatalyst. Moreover, the application of organocatalyst-enabled bromination on various substrates such as 1H-indazole, 1-isothiocyanato-2,4-dimethoxybenzene, (2H-1,3-benzodioxol-5-yl)methanol, etc. was demonstrated to highlight future late functionalizations of biol. intriguing targets. In the part of experimental materials, we found many familiar compounds, such as 3-Methoxyphenylboronic acid(cas: 10365-98-7Product Details of 10365-98-7)

3-Methoxyphenylboronic acid(cas: 10365-98-7) belongs to boronic acids. Boronic acids are mild Lewis acids which are generally stable and easy to handle, making them important to organic synthesis.Product Details of 10365-98-7

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem