| Budget Amount *help |
¥5,460,000 (Direct Cost: ¥4,200,000、Indirect Cost: ¥1,260,000)
Fiscal Year 2014: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
Fiscal Year 2013: ¥2,340,000 (Direct Cost: ¥1,800,000、Indirect Cost: ¥540,000)
Fiscal Year 2012: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
|
|---|
| Outline of Final Research Achievements |
In this report, PI describes various cyanoformates reacts with arynes and isocyanides in the presence of a cationic palladium catalyst to afford five-membered cyano-substituted iminoisobenzofurans as the major products, along with their isomeric α-iminonitriles as the minor products via three-component coupling reactions. The products obtained from this process are hardly accessible by conventional methods. When the once isolated iminoisobenzofurans are treated with diisobutylaluminum hydride (DIBAL-H) or AlMe3, their transformation into α-iminonitriles is observed.
In addition, an efficient method for the direct conversion of cyano-substituted iminoisobenzofurans into corresponding alkyl 2-cyanobenzoates has been developed. This transformation proceeds via cleavages of C-C, C-O, and C-N bonds in starting iminoisobenzofurans. Generation of isocyanide as the by-product in more thermodynamic manner in DFT calculations also supports the experimental results.
|
