硅烷化
化学
区域选择性
苯胺
分子内力
产量(工程)
密度泛函理论
原位
立体化学
计算化学
组合化学
有机化学
催化作用
冶金
材料科学
作者
Young‐Kyo Jeon,Won‐Suk Kim
出处
期刊:Organic Letters
[American Chemical Society]
日期:2021-09-23
卷期号:23 (19): 7545-7549
被引量:7
标识
DOI:10.1021/acs.orglett.1c02751
摘要
The design, synthesis, and validation of 3-aminobenzyne precursors induced by C-(sp2)-to-N 1,3-aza-Brook rearrangement have been achieved, allowing access to diverse aniline derivatives. Through crossover experiments, we demonstrated the intramolecular mechanism of 1,3-C-to-N silyl transfer. To gain insight into the regioselectivity observed in the reactions, we performed density functional theory calculations. Finally, the method was applied to the synthesis of xylanigripones A in five linear steps in an overall yield of 30%.
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