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A variety of alcohols react with methoxymethyl chloride on the surface of alumina without any solvent to afford the corresponding methoxymethyl ethers in good yields.

In this article, two aliphatic and aromatic types of dicationic acidic ionic liquids formulated as [H2-DABCO][ClO4], [H2-Bisim][ClO4]2 were used for the acceleration of the protection of alcohols as t

Here we describe the discovery of a new class of C-H borylation catalysts and their use for regioselective C-H borylation of aromatic, heteroaromatic, and aliphatic systems. The new catalysts have Ir-C(thienyl) or Ir-C(furyl) anionic ligands instead of the diamine-type neutral chelating ligands used in the standard C-H borylation conditions. It is reported that the employment of these newly discovered catalysts show excellent reactivity and ortho-selectivity for diverse classes of aromatic substrates with high isolated yields. Moreover, the catalysts proved to be efficient for a wide number of aliphatic substrates for selective C(sp3)-H bond borylations. Heterocyclic molecules are selectively borylated using the inherently elevated reactivity of the C-H bonds. A number of late-stage C-H functionalization have been described using the same catalysts. Furthermore, we show that one of the catalysts could be used even in open air for the C(sp2)-H and C(sp3)-H borylations enabling the method more general. Preliminary mechanistic studies suggest that the active catalytic intermediate is the Ir(bis)boryl complex, and the attached ligand acts as bidentate ligand. Collectively, this study underlines the discovery of new class of C-H borylation catalysts that should find wide application in the context of C-H functionalization chemistry.

Protection techniques of functional groups within the structure of organic compounds are important synthetic methods against unwanted attacks from various reagents during synthetic sequences. Acetal and thioacetal groups are well known as protective funct

P4VPy–CuO nanoparticles were synthesized using ultrasound irradiations. Relevant properties of the synthesized nanoparticles were investigated by X-ray diffraction, scanning electron microscopy, transmission electron microscopy and Fourier transform infrared spectroscopy. After identification, the prepared reagent was used for the promotion of different types of protection reactions of alcohols, phenols and amines. Easy workup, short reaction times, excellent yields, relatively low cost and reusability of the catalyst are the striking features of the reported methods.

12-Tungstophosphoric acid immobilized on [bmim][FeCl4] was found to be an efficient catalyst for chemoselective methoxymethylation and ethxoymethylation of alcohols and also one-pot conversion of MOM- or EOM-ethers to their corresponding acetates and TMS-ethers under thermal conditions and microwave irradiation. These procedures were simple, rapid and the corresponding products were obtained in high yields. The catalyst exhibited remarkable reactivity and was reusable.

A simple, green and chemoselective method for methoxymethylation and ethoxymethylation of primary and secondary alcohols using a Lewis acidic room temperature ionic liquid, [C4mim][InCl4], as catalyst and reaction medium under ambient temperature, microwave and ultrasonic irradiations is reported. In this catalytic system, the corresponding MOM-and EOM-ethers are obtained in excellent yields and in short reaction times. Furthermore, this catalytic system was used for mild and efficient transformations of these protected alcohols to their corresponding acetates and trimethylsilyl ethers under thermal conditions and microwave and ultrasonic irradiations.

High-valent tin(IV)octabromotetraphenylporphyrinato trifluoromethanesulfonate, [SnIV(Br8TPP)(OTf)2], was used for selective methoxymethylation of alcohols and phenols with formaldehyde dimethyl acetal (FDMA) at room temper

Different primary, secondary, and tertiary alcohols were efficiently converted to their corresponding methoxymethyl ethers with formaldehyde dimethyl acetal in the presence of catalytic amounts of ZrO(OTf)2 at room temperature. Phenols were als

An efficient and selective method for methoxymethylation of alcohols and phenols with formaldehyde dimethyl acetal (FDMA) catalyzed by electron deficient tin(IV)tetraphenylporphyrinato trifluoromethanesulfonate, [SnIV(TPP)(OTf)2], is

Melamine trisulfonic acid, which is easily prepared by the reaction of melamine with neat chlorosulfonic acid, is able to efficiently catalyze the chemoselective methoxymethylation of alcohols with dimethoxymethane (DMM). All reactions were performed unde

We describe a rapid and efficient method for selective deprotection of methoxymethyl (MOM) ethers using ZnBr2 and n-PrSH, which completely removed MOM from diverse MOM ethers of primary, secondary, and tertiary alcohols or phenol derivatives. The deprotection takes less than ten minutes with both high yield and selectivity in the presence of other protecting groups. In addition, the rapid deprotection of MOM ethers of tertiary hydroxyls in high yield with no epimerization allows MOM to be a suitable protecting group for tertiary alcohols.

Methoxymethylation of a variety of alcohols was performed using formaldehyde dimethyl acetal in the presence of N,N,N′,N′- tetrabromobenzene-1,3-disulfonamide [TBBDA] and poly(N-bromo-N-ethyl-benzene-1, 3-disulfonamide) [PBBS] as catalysts at room tempera

Different types of primary and secondary alcohols were efficiently transformed to their corresponding methoxymethyl (MOM) and ethoxymethyl (EOM) ethers in the presence of catalytic amounts of H3PW 12O40 at room temperature under solvent-free conditions. Selective protection of primary and secondary alcohols in the presence of phenols and tertiary alcohols was achieved by this method. Deprotection of these ethers to their parent alcohols was also performed using this catalyst in ethanol under reflux conditions. We have also found that primary and secondary MOM- and EOM-ethers are selectively deprotected in the presence of phenolic and tertiary ones, methyl and benzyl ethers, esters, and trimethylsilyl ethers by this catalyst. The notable advantages of this protocol are high yields, short reaction times, easy work-up, non-toxicity, easy availability and handling, eco-friendly, and reusability of the catalyst.

Methoxymethylation of a variety of alcohols was performed by using formaldehyde dimethoxy acetal in the presence of metal hydrogen sulfate M(HSO4)n at room temperature and solvent-free conditions. The methoxymethyl ethers (MOM-ethers

The methoxymethylation of alcohols was performed using formaldehyde dimethoxy acetal in the presence of H3PMo12O 40·xH2O at room temperature under solvent-free conditions.

An efficient protocol for the preparation of MOM ethers from alcohols and formaldehyde dimethyl acetal (DMFA) using ZrCl4 (10 mol %) at room temperature under solvent free conditions has been developed. Similarly, the same Lewis acid, ZrCl4 (50 mol %), in isopropanol at reflux was utilised for the deprotection of MOM ethers. An efficient protocol for the preparation of MOM ethers from alcohols and formaldehyde dimethyl acetal (DMFA) using ZrCl4 (10 mol %) at room temperature under solvent free conditions has been developed. Similarly, the same Lewis acid, ZrCl4 (50 mol %), in isopropanol at reflux was utilised for the deprotection of MOM ethers.

Various types of hydroxy compounds can readily be converted to the corresponding mixed acetals with dialkoxymethanes in the presence of SAC-13 solid superacid. The transformation is almost instantaneous, product acetals are isolated in good to excellent yields, and the catalyst can be reused with minor loss of activity. Comparative studies were also carried out with p-toluenesulfonic acid and BF3·OEt2.

Methoxymethylation of primary and secondary alcohols with dimethoxymethane has afforded the corresponding methoxymethyl ethers in good to high yields in the presence of TiO2/SO42- solid superacid.

Methoxymethyl-2-pyridylsulfide (MOM-ON) is an effective methoxymethylating reagent when used in conjunction with AgOTf, NaOAc, and THF. A wide range of MOM ethers are produced from corresponding phenols and alcohols, including tertiary and allylic alcohols, in good yields and under mild, neutral conditions. This method is also effective for the methoxymethylation of avermectin aglycones.

An easy preparation of methoxymethyl ethers of primary and secondary alcohols with dimethoxymethane has been carried out in excellent yield under catalysis of expansive graphite.

Primary and secondary alcohols react with dimethoxymethane in the presence of a catalytic amount of sulfated zirconia to afford the corresponding methoxy methyl ethers (MOM ether) in good to high yields.

Envirocat EPZGR is an efficient reusable heterogenous catalyst for the methoxymethylation of alcohols. The isolation of pure products by simple filtration and evaporation is an important feature of this method.

Montmorillonite is an effective heterogeneous catalyst for the methoxymethylation of alcohols.

The combined use of dimethoxymethane with catalytic amounts of tin(II) bromide and bromomethyl methyl ether cleaves p-methoxybenzyl ethers to give methoxymethyl ethers in good yields.The chemoselective conversion of p-methoxybenzyl ethers in the presence of the benzyl ether function into methoxymethyl ethers has also occurred successfully.

A variety of hydroxy compounds react with methoxymethyl chloride in the presence of catalytic amount of Na-Y zeolite to afford the corresponding methoxymethyl ethers (MOM ethers) in excellent yields.

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