期刊
CHEM
卷 6, 期 9, 页码 2364-2381出版社
CELL PRESS
DOI: 10.1016/j.chempr.2020.06.035
关键词
-
资金
- EPSRC [EP/L000202, EP/R026912/1]
- Australian Research Council (ARC) [DP180100904]
- EPSRC [EP/R026912/1] Funding Source: UKRI
Lewis acidic boranes have been shown to be effective metal-free catalysts for highly selective reactions of donor-acceptor diazo compounds to a range of substrates. The reactions of alpha-aryl alpha-diazoesters with nitrogen heterocycles indole or pyrrole selectively generate C3 and C2 C-H insertion products, respectively, in good to excellent yields even when using unprotected indoles. Alternatively, benzofuran, indene, and alkene substrates give exclusively cyclopropanated products with alpha-aryl alpha-diazoesters, whereas the reactions with furans lead to ring-opening. Comprehensive theoretical calculations have been used to explain the differing reactivities and high selectivities of these reactions. Overall, this work demonstrates the selective metal-free catalytic reactions of alpha-aryl alpha-diazoesters with (hetero)cycles and alkenes. This simple, mild reaction protocol represents an alternative to the commonly used precious metal systems and may provide future applications in the generation of biologically active compounds.
作者
我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。
推荐
暂无数据