Polymer supported zinc borohydride as a chemoselective reducing agent for reductive acetylation of aldehydes

Tamami, Bahman; Goudarzian, N.; Kiasat, Ali Reza

doi:10.1016/s0014-3057(96)00196-6

Cited by 10 publications

(7 citation statements)

References 10 publications

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“…From Different types of catalysts can be named acidic catalyst that would have used a lot in many chemical reactions. These compounds have many applications in various chemical reactions [1][2][3][4][5][6][7] . The acid catalyst that is commonly used, are based on acids such as HF, H 2 SO 4 , HCLO 4 , H 3 PO 4 .…”

Section: Introductionmentioning

confidence: 99%

Investigation of Friedel‐Crafts Alkylation in the Presence of Supported Sulfonic Acid on Silica Gel

Kiasat

Karimi-Cheshmeali

Soleymani

et al. 2011

Journal of Chemistry

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From the Reaction between cellulose and chloro sulfonic acid was prepared sulfuric acid cellulose composition as a new solid acid. The solid acid supported on silica gel and then as an effective catalyst in Friedel-Crafts alkylation of alcohols and aromatic compounds was used. The reaction progress was controlled using thin layer chromatography and the reaction products were analyzed using IR spectroscopy devise. The results show this new catalyst is effective in the friedel crafts alkylation and C-C bond formation was done in short time with very good yields.

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Section: Introductionmentioning

confidence: 99%

Investigation of Friedel‐Crafts Alkylation in the Presence of Supported Sulfonic Acid on Silica Gel

Kiasat

Karimi-Cheshmeali

Soleymani

et al. 2011

Journal of Chemistry

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“…Meanwhile, the peaks related to sp 2 , CH, sp 3 , CH, aromatic C=C, and NO2 have been observed to be within the following ranges respectively: 3072-3082 cm -1 , 2868-2925 cm -1 , 1512-1603 cm -1 , and 1344-1512 cm -1 . This composition's 1 HNMR spectrum includes the following data: Straw yellow solid, 1 Bromobenzyl alcohol IR and 1 HNMR spectra are shown in FIG. 18 and 19.…”

Section: Reduction Of Aldehydes and Ketones Via Pel-ncebh2(ome)2 Polymeric Reagentmentioning

confidence: 99%

“…Insoluble polymeric reagents have acquired high popularity and have found wide applications in various fields, particularly in the fields of synthetic organic chemistry [1,2]. Polymeric reagents have the physical properties of the macromolecular support and the chemical properties of the bound reagent function.…”

Section: Introductionmentioning

confidence: 99%

Recovery of Poly Ethylene Amine Nano Cerium Methoxy Bohrohydride Reagent: A New Class of Polymeric Reducing Agent

Goudarzian¹,

Saleh²,

Mousavi³

et al. 2018

Int. J. Chem. Sci

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Polyethylene amine functionalized with boron hydride Nano-Cerium was used as reactive polymer revival. The reagent was found to be efficient and selective in the reduction of aldehyde sand ketones to the corresponding alcohols in high yields at room temperature. The re-agent exhibited good chemo selectivity in the reduction of aldehyde sand ketones. In the competitive reduction of a 1:1 molar mixture of benzaldehyde. Benzaldehyde was selectively reduced to benzyl alcohol. The spent resin could be recycled by treating with sodium borohydride. The recycled resin was used several times without much loss in chemical reactivity and mechanical stability. The Poly Ethyleneamine-Cerium Methoxy Bohrohydride was found to be more efficient than was the Merrifield resin in the preparation of the reagent as well as in the reduction reactions.

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“…Tamami et al developed the title reaction by the application of poly(4-vinylpyridine) supported Zn(BH 4 ) 2 for chemoselective reductive acetylation of aldehydes over ketones. 7 Though the method is successful in its chemoselectivity, however, long reaction times and moderate yields of products are disadvantages of this method.…”

Section: Introductionmentioning

confidence: 99%

Reductive Acetylation of Carbonyl Compounds to Acetates with Pyridine Zinc Borohydride

2008

Bulletin of the Korean Chemical Society

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Reductive acetylation of a variety of carbonyl compounds such as aldehydes, ketones and α,β-unsaturated enals/enones was carried out efficiently with pyridine zinc borohydride, (Py)Zn(BH 4 ) 2 , in a mixture of THFEtOAc at room temperature or under reflux condition. The corresponding acetates were obtained in high to excellent yields. In addition, chemoselective reductive acetylation of aldehydes over ketones was achieved perfectly with the reagent at room temperature.

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Polymer supported zinc borohydride as a chemoselective reducing agent for reductive acetylation of aldehydes

Cited by 10 publications

References 10 publications

Investigation of Friedel‐Crafts Alkylation in the Presence of Supported Sulfonic Acid on Silica Gel

Investigation of Friedel‐Crafts Alkylation in the Presence of Supported Sulfonic Acid on Silica Gel

Recovery of Poly Ethylene Amine Nano Cerium Methoxy Bohrohydride Reagent: A New Class of Polymeric Reducing Agent

Reductive Acetylation of Carbonyl Compounds to Acetates with Pyridine Zinc Borohydride

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