- C–O bond formation via oxidative-coupling pathway in eutectic mixture of choline chloride/urea as a green solvent
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C–O bond formation between terminal alkenes/benzyl alcohols as an arylcarboxy surrogate and carbonyl compounds in a biodegradable deep eutectic solvent (DES) based on choline chloride and urea was performed. By employment of TBAI as catalyst and TBHP as oxidant, various derivatives of carbonyl compounds were benzylated in α position in good to high yield at 90 °C. Moreover, α-oxybenzoylation of diethyl malonate with carboxylic acids was performed in the above-mentioned DES by employment of NaI as the catalyst and TBHP as the oxidant at 60 °C.
- Saberi, Dariush,Manouchehri, Neda,Niknam, Khodabakhsh
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p. 680 - 687
(2019/01/03)
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- Bu4NI-Catalyzed α-Oxyacylation of Carbonyl Compounds with Toluene Derivatives
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A TBAI (tetrabutylammonium iodide)-catalyzed direct α-oxyacylation of carbonyl compounds from readily available toluene derivatives has been developed. The distinguished features of this metal-free protocol include the employment of simple starting material, a wide carbonyl compound scope, and mild reaction conditions.
- Li, Chengliang,Jin, Tao,Zhang, Xinglu,Li, Chunju,Jia, Xueshun,Li, Jian
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supporting information
p. 1916 - 1919
(2016/05/19)
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- Rh2(esp)2: An Efficient Catalyst for O-H Insertion Reactions of Carboxylic Acids into Acceptor/Acceptor Diazo Compounds
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Rh2(esp)2 has been identified as a highly efficient catalyst for O-H insertion of carboxylic acids into acceptor/acceptor diazo compounds. The insertion reaction proceeds in CH2Cl2 within minutes at room temperature in excellent yields and accommodates carboxylic acids having varying functionalities including amino acids, free alcoholic and phenolic O-H, indole N-H, alkenes, alkynes, and substituted aromatics. In addition, the reaction tolerates a broad range of stable diazo compounds carrying diverse functional groups. Diazo-Acid Insertion: A novel Rh2(esp)2-catalyzed O-H insertion reaction of carboxylic acids into acceptor/acceptor diazo compounds has been developed. The reaction is highly chemoselective and accommodates carboxylic acids having varying functionalities including amino acids, free alcoholic and phenolic O-H, indole N-H, alkenes, alkynes, and substituted aromatics.
- Hunter, Arianne C.,Chinthapally, Kiran,Sharma, Indrajeet
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supporting information
p. 2260 - 2263
(2016/05/19)
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- TBAI-catalyzed oxidative coupling of β-ketoesters with carboxylic acid: Synthesis of α-carboxylic-β-ketoesters
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TBAI-catalyzed oxidative coupling of β-ketoesters with carboxylic acid using TBHP as oxidant has been established. This transformation provides a facile and direct strategy for the synthesis of α-carboxylic-β- ketoesters. ARKAT-USA, Inc.
- Li, Xiaoqing,Zhou, Can,Xu, Xiangsheng
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p. 150 - 158
(2013/01/16)
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