A mild and efficient protocol for the ipso-hydroxylation of arylboronic acids

Gogoi, Ankur; Bora, Utpal

doi:10.1016/j.tetlet.2013.01.079

Cited by 60 publications

(24 citation statements)

References 30 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The advantages of this approach included the low catalyst loading (0.5 mol%), high efficient, the use of O 2 as an oxygen source, wide substrate range, the simple operational process, and mild conditions. Other synthetic routes to access phenols from arylboronic acids via the oxidative hydroxylation were achieved by using stoichiometric amounts of strong oxidants including hydrogen peroxide, [8] mCPBA, [9] TBHP, [10] NaBO 3 , [11] oxone, [12] benzoquinone, [13] PhI(OAc) 2 [14] and amine oxide. [1] Given their great value in many fields, continuing efforts in the development of efficient methods for the synthesis of phenols have been devoted over the past decades.…”

mentioning

confidence: 99%

Phthalocyanine Zinc‐catalyzed Hydroxylation of Aryl Boronic Acids under Visible Light

et al. 2019

View full text Add to dashboard Cite

A visible-light-promoted aerobic oxidative hydroxylation of boronic acids using phthalocyanine zinc as an easily available photosensitizer has been developed. It provided a direct access to synthesize aliphatic alcohols and phenols from boronic acids. The advantages of this approach included the low catalyst loading (0.5 mol%), high efficient, the use of O 2 as an oxygen source, wide substrate range, the simple operational process, and mild conditions.

show abstract

mentioning

confidence: 99%

Phthalocyanine Zinc‐catalyzed Hydroxylation of Aryl Boronic Acids under Visible Light

et al. 2019

View full text Add to dashboard Cite

show abstract

“…Alumina, silica gel, zeolites, and clays are the most important class of solids which have been used for surface organic chemistry [40][41][42][43][44][45][46][47]. Among them, acidic alumina that commonly used for column chromatography certainly has one of the most interesting of these surface properties, which suggests a very rich organic chemistry may occur there.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of 2,3,4,5-tetrasubstituted pyrroles and 1,4-dihydro-tetraarylpyrazines using acidic alumina as a heterogeneous catalyst

2016

View full text Add to dashboard Cite

“…Therefore, in the past decades, different chemical treatment technologies have been developed, and advanced oxidation processes (AOPS) such as Fenton oxidation [4], ozone oxidation [5] and UV oxidation [6] have been extensively studied on aniline oxidation. The use of hydrogen peroxide as a kind of clean oxidizing agent in the presence of catalyst in different oxidation reactions has been wide studied [7,8]. The catalytic wet peroxide oxidation (CWPO) of organic pollutants has been proposed as a clean and effective alternative process [9,10], because the HO· radicals generated from H2O2 are highly oxidative and non-selective.…”

Section: Introductionmentioning

confidence: 99%

Catalytic wet peroxide oxidation of aniline in wastewater using copper modified SBA-15 as catalyst

Kong

Zhou

Yao

et al. 2015

Environmental Technology

View full text Add to dashboard Cite

SBA-15 mesoporous molecular sieves modified with copper (Cu-SBA-15) were prepared by pH-adjusting hydrothermal method and characterized by X-ray diffraction, BET, transmission electron microscopy, UV-Vis and (29)Si MAS NMR. The pH of the synthesis gel has a significant effect on the amount and the dispersion of copper on SBA-15. The Cu-SBA-15(4.5) (where 4.5 denotes the pH value of the synthesis gel) modified with highly dispersed copper was used as catalyst for the oxidation of aniline by H2O2. The Cu-SBA-15(4.5) shows a higher catalytic activity compared to CuO on the surface of SBA-15. The influences of reaction conditions, such as initial pH of the aqueous solutions, temperature, as well as the dosages of H2O2 and catalyst were investigated. Under weakly alkaline aqueous solution conditions, the aniline conversion, the H2O2 decomposition and the total organic carbon (TOC) removal could be increased significantly compared to the acid conditions. The percentage of leaching Cu(2+) could be decreased from 45.0% to 3.66% when the initial pH of solution was increased from 5 to 10. The TOC removal could be enhanced with the increases of temperature, H2O2 and catalyst dosage, but the aniline conversion and H2O2 decomposition change slightly with further increasing dosage of catalyst and H2O2. At 343 K and pH 8.0, 100% aniline conversion and 66.9% TOC removal can be achieved under the conditions of 1.0 g/L catalyst and 0.05 mol/L H2O2 after 180 min. Although copper might be slightly leached from catalyst, the homogeneous Cu(2+) contribution to the whole catalytic activity is unimportant, and the highly dispersed copper on SBA-15 plays a dominant role.

show abstract

A mild and efficient protocol for the ipso-hydroxylation of arylboronic acids

Cited by 60 publications

References 30 publications

Phthalocyanine Zinc‐catalyzed Hydroxylation of Aryl Boronic Acids under Visible Light

Phthalocyanine Zinc‐catalyzed Hydroxylation of Aryl Boronic Acids under Visible Light

Synthesis of 2,3,4,5-tetrasubstituted pyrroles and 1,4-dihydro-tetraarylpyrazines using acidic alumina as a heterogeneous catalyst

Catalytic wet peroxide oxidation of aniline in wastewater using copper modified SBA-15 as catalyst

Contact Info

Product

Resources

About