Development of Metal-free crossand its application-coupling reaction

2015 Fiscal Year Final Research Report

• Project/Area Number: 25860017
• Research Category: Grant-in-Aid for Young Scientists (B)
• Allocation Type: Multi-year Fund
• Research Field: Chemical pharmacy
• Research Institution: Ritsumeikan University
• Principal Investigator: MORIMOTO KOJI 立命館大学, 総合科学技術研究機構, 助教 (10543952)
• Project Period (FY): 2013-04-01 – 2016-03-31
• Keywords: クロスカップリング / ヨウ素 / 芳香族 / グリコシル化

Outline of Final Research Achievements

The biaryls units including phenol are important structural motifs for a wide range of functional molecules such as bioactive natural products, liquid crystals, and ligands for transition metal catalysts. Therefore, the direct oxidative cross-coupling of C-H bonds of phenols is a significantly attractive and convenient straightforward route to the synthesis of biaryls by avoiding the pre-functionalization of the starting materials.　I developed a broadly applicable organo iodine(III) induced oxidative cross-coupling reaction of phenols and anilines. I also developed an excellent glycosylation of 2-deoxy-2-phthalimido-1-thio-glycosides using a combination of phenyliodine bis(trifluoroacetate) (PIFA) and trifluoromethanesulfonic acid.The reaction proceeded under mild conditions without use of heavy metal oxidants.

Free Research Field

有機合成化学