Hokkaido University · 화학공학
센부쿠 히사노리 교수의 연구실은 전기화학적 방법을 활용한 이산화탄소 고정 기반의 유기합성에 중점을 두고 있습니다. 특히, 알켄, 할로겐화 페닐 유도체, α-아미노설폰산 유도체 등의 전기화학적 카복실화 반응을 통해 페닐아세트산 유도체, 비스테로이드성 항염증제(비스테로이드성 항염제) 유사체, 페닐프로파노산 유도체 등을 효율적으로 합성합니다. 또한 아릴 라디칼 생성 및 고리화, C–S 결합 열열화를 통한 탄소 고정 반응 등 고도화된 전기화학적 전략을 개발하고 있습니다.
표시된 성과는 수집된 데이터 기준으로 산출되며, 일부 차이가 있을 수 있습니다.
Electrochemical dicarboxylation of phenyl-substituted alkenes in the presence of atmospheric pressure of carbon dioxide with a platinum plate cathode and a magnesium rod anode readily took place efficiently in a DMF solution containing 0.1 M Et4NClO4 to give the corresponding 1,2-dicarboxylic acids in high yields.
In the past three decades, we have focused on the fixation of carbon dioxide by electrochemical method with a carbon-carbon bond forming reaction to yield carboxylic acid, so-called electrochemical carboxylation. Vinyl bromides and triflates, difluoroethylbenzenes, polyfluoroarenes, benzal diacetates, phenyl-substituted alkenes and enamides, and α-aminosulfones were found to be effective as substrates for electrochemical carboxylation. Phenylacetic acids and phenylpropanoic acids including non-s
Facile synthesis of 2,3-dihydrobenzofuran-3-ylacetic acids and related analogues was successfully carried out by a novel electrochemical aryl radical generation and its 5-exo cyclization followed by a carboxylation sequence of 2-allyloxybromobenzenes by using methyl 4-tert-butylbenzoate as an electron-transfer mediator.
Electrochemical reduction of N-Boc-α-aminosulfones in DMF using an undivided cell equipped with a Pt plate cathode and an Mg rod anode under atmospheric pressure of bubbling carbon dioxide through the solution under constant current conditions resulted in a reductive C–S bond cleavage with elimination of benzenesulfinate ion generating the corresponding anion species followed by fixation of carbon dioxide to give the corresponding N-Boc-α-amino acids in moderate to good yields.
Electrochemical carboxylation of α,α-difluorotoluene derivatives resulted in an efficient fixation of carbon dioxide to give the corresponding α-fluorophenylacetic acids in good yields, and this reaction was successfully applied to the synthesis of α-fluorinated nonsteroidal anti-inflammatory drugs (NSAIDs).
Abstract Efficient synthesis of mandel acetate, 2‐acetoxy‐2‐phenylacetic acid, from benzaldehyde was successfully performed in two steps using electrochemical carboxylation of benzal diacetate as a key step. When benzal diacetate, readily prepared from benzaldehyde and acetic anhydride in one step, in DMF containing 0.1 M Bu 4 NBF 4 was electrolyzed in the presence of carbon dioxide using an undivided cell equipped with a platinum plate cathode and a magnesium rod anode under constant current co
