Highly Efficient Cobalt (II) Catalyzed O-Acylation of Alcohols and Phenols under Solvent-Free Conditions

Mulla, Shafeek A. R.; Inamdar, Suleman M.; Pathan, Mohsinkhan Y.; Chavan, Santosh S.

doi:10.4236/ojsta.2012.13006

Cited by 10 publications

(3 citation statements)

References 34 publications

(35 reference statements)

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Some notable methods include the use of I 2 [2][3][4], Br 2 [5] montmorillonite K-10 [6], FeCl 3 [7], TiCl 4 -AgClO 4 [8], LiClO 4 [9], CuSO 4 ·5H 2 O [10], TMSOTf [11], Bu 3 P in CH 2 Cl 2 [12,13], La(NO 3 ) 3 ·6H 2 O [14], HClO 4 -SiO 2 [15], molecular sieves [16], NaHCO 3 [17], Mg(NTf 2 ) 2 [18], 3-nitrobenzeneboronic acid [19], alumina [20], NBS [21], TaCl 5 [22], VO(OAc) 2 [23] and metal triflates such as Pd(PhCN) 2 (OTf) [24], Cu(OTf) 2 [25], Bi(OTf) 2 [26], In(OTf) 2 [27,28], Sc(OTf) 2 [29], Ce(OTf) 2 [30], and CoCl 2 [31,32].…”

Section: Introductionmentioning

confidence: 99%

Mild and Highly Efficient Copper(I) Inspired Acylation of Alcohols and Polyols

Mensah

Earl

2017

Catalysts

View full text Add to dashboard Cite

A new and highly efficient method mediated by tetrakis(acetonitrile)copper(I) triflate for activating both simple and highly hindered anhydrides in the acylation of alcohols and polyols is described. This new acylation method is mild and mostly proceeds at room temperature with low catalyst loading. The method is versatile and has been extended to a wide variety of different alcohol substrates to afford the corresponding ester products in good to excellent yields.

show abstract

Section: Introductionmentioning

confidence: 99%

Mild and Highly Efficient Copper(I) Inspired Acylation of Alcohols and Polyols

Mensah

Earl

2017

Catalysts

View full text Add to dashboard Cite

show abstract

“…3 In general, acylation is achieved by the reaction of alcohols with anhydrides due to the ease of deprotection. 4,5 Several different catalysts developed for the activation of anhydrides include nucleophilic agents such as 4-dimethylaminopyridine (DMAP) 6 and Bu 3 P, 7 and Lewis acids such as CoCl 2 , [7][8][9] as well as diverse triflates Sc(OTf) 2 , 10 Ce(OTf) 2 , 11 Pd(PhCN) 2 (OTf), 12 TMSOTf, 13 In (OTf) 2 , 14 Bi(OTf) 3 , 15,16 Cu(OTf) 2 17,18 and Cu(CH 3 CN) 4 OTf, 19 TaCl 5 , 20 zeolites, 21 clays, 22 Nafion-H, 23 yttria-zirconia, 24 LiClO 4 25 and ion liquids. 26 However, these catalysts suffer from various limitations.…”

Section: Introductionmentioning

confidence: 99%

Novel base‐catalyzed acylation of benzenediols with vinyl acetate: a Hirshfeld surface study

Ali,

Isaev,

Chichigina

et al. 2024

J of Chemical Tech & Biotech

View full text Add to dashboard Cite

BACKGROUNDThe present work describes the facile, fast and economic base‐catalyzed acylation of benzenediols with vinyl acetate. The Hirshfeld surface analysis of benzene‐1,4‐diol O,O′‐diacetate is also described. NaOH, KOH and K2CO3 were the bases used for the catalysis of the acylation of benzene‐1,x‐diols (x = 2, 3, 4) with vinyl acetate to obtain the corresponding O,O′‐diacetyl derivatives.RESULTSThe yields were quite good, up to 99% under solvent‐free conditions. This method represents an alternative ‘green’ process for the preparation of O‐acetyl derivatives of hydroxyaryls. The benzene‐1,4‐diol O,O′‐diacetate crystal structure was obtained and described using Hirshfeld surface analysis. A noticeable contribution of the C⋯H contacts is shown (16.7%), despite the insignificant area of the Hirshfeld surface occupied by the carbon atoms (9.4%). By using two‐dimensional fingerprint plots, it was proved that C⋯H contacts were due to the presence of π‐stacking. The O⋯H contacts (41.4%) were the most numerous ones, relating mainly to typical hydrogen bonds (de + di ≈ 2.6 Å). The high saturation of the C⋯H and O⋯H contacts (enrichment ratios (E) = 1.30 and 1.36, respectively), despite their smaller contribution to the overall surface as compared to the H⋯H contacts (E = 0.84), is shown.CONCLUSIONThe novelty of this work is the development of a method based on an inexpensive, safe and easy‐to‐use catalyst (K2CO3). This method is fast with high yields. Besides, it may be used for acylation at an industrial scale. © 2024 Society of Chemical Industry (SCI).

show abstract

“…Acetylation with acyl halides or acid anhydrides has been reported using either homogeneous or heterogeneous acid catalysts [3][4][5][6][7][8][9][10][11][12] or base catalysts [13][14][15][16][17]. Subsequently, a wide range of homogeneous transition-metal-based or organocatalysts have been developed for the acetylation of alcohols using RuCl 3 [18], CeCl 3 [19], ZrCl 4 [20], La(NO 3 )•6H 2 O [21], Al(OTf) 3 [22], AgOTf [23], Co(II)salen-complex [24], NiCl 2 [25], CoCl 2 [26], iodine [27], Ph 3 P + CH 2 COMeBr − [28], Cp 2 ZrCl 2 [29], Mg(NTf 2 ) 2 [30], H 3 [P(Mo 3 O 10 ) 4 ]•nH 2 O [31], 3-nitrobenzeneboronic acid [32], (4-dimethylaminopyridine) [33], (4-(N,N -dimethylamino)pyridine hydrochloride) [34], CuZr(PO 4 ) 2 NPs [35], melamine trisulfonic acid [36], tin(IV)porphyrin-hexamolybdate [37], and NaOAc•3H 2 O [38]. Furthermore, acetylation has also been reported with a series of heterogeneous catalysts, such as ionic liquids [39], ZnO [40,41], CuO-ZnO [42], nano γ-Fe 2 O 3 [43], Fe 3 O 4 @PDA-SO 3 H…”

Section: Introductionmentioning

confidence: 99%

Acetylation of Alcohols, Amines, Phenols, Thiols under Catalyst and Solvent-Free Conditions

Anbu

Nagarjun

Jacob³

et al. 2019

Chemistry

View full text Add to dashboard Cite

In the present study, an easy and an efficient approach is reported for the acetylation of alcohols, amines, phenols, and thiols under solvent- and catalyst-free conditions. The experimental conditions were milder than conventional methods and the reactions were completed in shorter reaction time. The examined substrates afforded higher yields of the acetylated products under the short reaction time. Comparison of this work with earlier reported procedures reveals that this method offers some advantages than with reported catalysts and solvents. The as-synthesized products were characterized by 1H-NMR and GC-MS techniques to ensure their purity and identity. In addition, a possible mechanism was also proposed for this reaction.

show abstract

Highly Efficient Cobalt (II) Catalyzed O-Acylation of Alcohols and Phenols under Solvent-Free Conditions

Cited by 10 publications

References 34 publications

Mild and Highly Efficient Copper(I) Inspired Acylation of Alcohols and Polyols

Mild and Highly Efficient Copper(I) Inspired Acylation of Alcohols and Polyols

Novel base‐catalyzed acylation of benzenediols with vinyl acetate: a Hirshfeld surface study

Acetylation of Alcohols, Amines, Phenols, Thiols under Catalyst and Solvent-Free Conditions

Contact Info

Product

Resources

About