期刊
ORGANIC CHEMISTRY FRONTIERS
卷 8, 期 23, 页码 6616-6621出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/d1qo01164b
关键词
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资金
- National Natural Science Foundation of China [21901045, 21901258, 21901193]
- Technology Plan of Guangdong Province [2018A030310570]
- South-Central University of Nationalities [YZZ19003]
This study successfully achieves the first [3 + 2] annulation of readily available 3-aminooxetanes and 1,3,5-triazinanes. The reaction conditions are mild and operation is simple, leading to the synthesis of a range of structurally diverse 4-hydroxymethyl imidazolidines.
An unprecedented [3 + 2] annulation of readily available 3-aminooxetanes and 1,3,5-triazinanes is accomplished for the first time. The BF3 center dot Et2O promoted ring-opening of the strained oxetane motif is the thermodynamic driving force for this reaction. The prominent features of this reaction include simple operation, broad scope, and transition-metal-free and mild conditions, allowing the efficient synthesis of a range of structurally diverse 4-hydroxymethyl imidazolidines in useful to good yields (31 examples, up to 93% yield). The synthesis on a gram scale and downstream modification of imidazolidine products with some biologically active acids are successful.
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