The study of copper chloride-catalyzed cross-coupling reactions of C-S bond and C-C tirple bond(Sonogashira reaction)using salicylic acid as a ligand

• Main Authors: Horung -Jyh Chen, 陳鴻志
• Other Authors: Yao-Jung Chen
• Format: Others
• Language: zh-TW
• Online Access: http://ndltd.ncl.edu.tw/handle/23852031939588544451

碩士 === 國立中興大學 === 化學系所 === 97 === Copper-catalyzed C-N-, C-O-, and C-S-, C-C coupling reaction are powerful tools in organic synthesis and have been extensively reinvestigated in resent years. We used copper chloride with different acid as ligand to C-S、C-C triple bond cross-coupling reaction,and found that the salicylic acid has the best catalysis efficiency.The mild and efficient C-S bond catalyst system is: 20 mol % CuCl2 as copper source, 20 mol % salicylic acid as ligand, Cs2CO3 as base, DMF as solvent,react 24 hours under 110 ℃(85~98%) or 30 min under 130 ℃(80~95%)oil bath to catalyzed cross-coupling reaction. The C-C triple bond catalyst system is: 20 mol % CuCl2 as copper source, 20 mol % salicylic acid as ligand, Cs2CO3 as base, DMF as solvent,react 24 hours under 125-130 ℃oil bath to cross-coupling reaction(65~95%).