Oxidative amidation from nitroalkane and amine
| Project/Area Number |
16K13942
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| Research Category |
Grant-in-Aid for Challenging Exploratory Research
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| Allocation Type | Multi-year Fund |
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| Research Field |
Organic chemistry
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| Research Institution | Tohoku University |
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Principal Investigator |
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| Project Period (FY) |
2016-04-01 – 2018-03-31
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| Project Status |
Completed (Fiscal Year 2017)
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| Budget Amount *help |
¥3,640,000 (Direct Cost: ¥2,800,000、Indirect Cost: ¥840,000)
Fiscal Year 2017: ¥1,820,000 (Direct Cost: ¥1,400,000、Indirect Cost: ¥420,000)
Fiscal Year 2016: ¥1,820,000 (Direct Cost: ¥1,400,000、Indirect Cost: ¥420,000)
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| Keywords | アミド結合 / 有機化学 / 有機合成 / 酸素 |
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| Outline of Final Research Achievements |
A mild and convenient oxidative entry into amide formation between readily available nitroalkanes and amines has been developed. This amide coupling procedure can be achieved simply in the presence of iodine, molecular oxygen, and solid potassium carbonate. For peptide synthesis, amidation proceeds with complete stereochemical integrity and high functional group tolerance.
We also developed an efficient amidation method between readily available 1,1-dicyanoalkanes and chiral or non-chiral amines simply with molecular oxygen and a carbonate base. Both oxidative protocols can be applied to sterically and electronically challenging substrates in a highly chemoselective, practical, and rapid manner. Mechanistic investigation reveals that the radical species are involved in both reactions.
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Report
(3 results)
Research Products
(4 results)
