A formal [3 + 3] cycloaddition of allenyl imide and activated ketones for the synthesis of tetrasubstituted 2-pyrones.

A formal [3 + 3] cycloaddition of allenyl imide and activated ketones for the synthesis of tetrasubstituted 2-pyrones.
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丙二烯酰亚胺和活化酮的正式[3 3]环加成反应用于合成四取代的2-吡喃酮

DOI:
10.1039/d0ra10686k
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发表时间:
2021-02-23
期刊:
影响因子:
3.9
通讯作者:
Huang YY
Huang YY
中科院分区:
化学3区
文献类型:
--
作者:
Wang YH;Zhang DH;Cao ZH;Li WL;Huang YY

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CsOH·H2O-catalyzed formal [3 + 3] cycloadditions of allenyl imide with β-ketoesters, 1,3-diketones or β-ketonitriles for the synthesis of tetrasubstituted 2-pyrone derivatives have been demonstrated. The allenyl imide was utilized as a C3-synthon, and a ketenyl intermediate was proposed via the process of 1,4-addition of carbon anion to allene followed by elimination of the 2-oxazolidinyl group. CsOH·H2O-catalyzed formal [3 + 3] cycloadditions of allenyl imide with β-ketoesters, 1,3-diketones or β-ketonitriles for the synthesis of tetrasubstituted 2-pyrone derivatives were reported.
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