Synthetic Study of Nitrogen-Containing Heterocyclic Compounds Using Molecular Transformation of Iminocyclobutenone
| Project/Area Number |
25410114
|
|---|
| Research Category |
Grant-in-Aid for Scientific Research (C)
|
| Allocation Type | Multi-year Fund |
|---|
| Section | 一般 |
|---|
| Research Field |
Synthetic chemistry
|
|---|
| Research Institution | Mie University |
|---|
Principal Investigator |
Hachiya Iwao 三重大学, 工学(系)研究科(研究院), 准教授 (50312038)
|
|---|
| Project Period (FY) |
2013-04-01 – 2016-03-31
|
| Project Status |
Completed (Fiscal Year 2015)
|
| Budget Amount *help |
¥5,200,000 (Direct Cost: ¥4,000,000、Indirect Cost: ¥1,200,000)
Fiscal Year 2015: ¥1,300,000 (Direct Cost: ¥1,000,000、Indirect Cost: ¥300,000)
Fiscal Year 2014: ¥1,690,000 (Direct Cost: ¥1,300,000、Indirect Cost: ¥390,000)
Fiscal Year 2013: ¥2,210,000 (Direct Cost: ¥1,700,000、Indirect Cost: ¥510,000)
|
|---|
| Keywords | イミン / シクロブテノン / 不斉還元 / β-ラクタム / キラルリン酸 / 共役付加 / 求核付加 / 含窒素化合物 / 共役付加反応 / δ-ラクタム / 求核付加反応 / 4-キノロン |
|---|
| Outline of Final Research Achievements |
2-Aryl-4-quinolone synthesis was developed using the thermal rearrangement of iminocyclobutenones formed by a conjugate addition reaction of ketene silyl acetals to alkynyl imines. The 1,4- and 1,2-double nucleophilic addition reactions of ketene silyl acetals and trimethylsilyl cyanide to dialkynyl imines proceeded to give multi-substituted δ-lactam derivatives. Moreover, 1,4- and 1,6-double nucleophilic addition reactions of ketene silyl acetals to dialkynyl imines proceeded to give alkenyl iminocyclobutenones in good to high yields. Synthesis of a (±)-muscopyridine analogue was accomplished via the bicyclo-2-pyridone as a key intermediate, which was synthesized using ring-expansion reaction of the cyclic β-keto methyl ester with the alkynyl imine.
|
Report
(4 results)
Research Products
(41 results)
