Iron-catalyzed amidation of 1,3-dicarbonyl compounds.
An efficient Fe-catalyzed amidation of 1,3-dicarbonyl compounds to α-amidated products through C(sp3)-H functionalization is achieved via 2 methods; indirect method of using PhI=NTs (Ts = toluene-4-sulfonyl) as nitrogen source and direct method of using PhI(OAc)2 as oxidant and TsNH2 as nitrogen sou...
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| Format: | Final Year Project |
| Language: | English |
| Published: |
2010
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| Online Access: | http://hdl.handle.net/10356/39882 |
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| Institution: | Nanyang Technological University |
| Language: | English |
| Summary: | An efficient Fe-catalyzed amidation of 1,3-dicarbonyl compounds to α-amidated products through C(sp3)-H functionalization is achieved via 2 methods; indirect method of using PhI=NTs (Ts = toluene-4-sulfonyl) as nitrogen source and direct method of using PhI(OAc)2 as oxidant and TsNH2 as nitrogen source. The reaction was applied successfully to a variety of aromatic and aliphatic 1,3-dicarbonyl compounds with electron-donating, electron-withdrawing and sterically encumbered groups present in the substrates. The amidated products were obtained in excellent yields up to 99% under mild conditions at room temperature. |
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