Development of a novel indium reducing catalytic system leading to a chemoselective reduction of carboxylic acids

2015 Fiscal Year Final Research Report

• Project/Area Number: 25410120
• Research Category: Grant-in-Aid for Scientific Research (C)
• Allocation Type: Multi-year Fund
• Section: 一般
• Research Field: Synthetic chemistry
• Research Institution: Tokyo University of Science
• Principal Investigator: SAKAI NORIO 東京理科大学, 理工学部, 准教授 (00328569)
• Project Period (FY): 2013-04-01 – 2016-03-31
• Keywords: インジウム / ヒドロシラン / 化学選択性 / 還元

Outline of Final Research Achievements

It was found that when carboxylic acids were treated with indium bromide and 1,1,3,3-tetremethyldisiloxane (TMDS) in the presence of either halogen sources or mercaptans, the corresponding alkyl iodides, alkyl bromides and sulfides were obtained through a single-step transformation. Also, the combination of indium iodide and TMDS chemoselectively and directly reduced secondary amides to produce the corresponding secondary amines. Moreover, the combination of either In(OTf)3-TMDS or InI3-Et3SiH successively reduced nitrobenzenes to produce the corresponding azobenzenes and anilines, respectively.

Free Research Field

有機合成化学