期刊
CHEMICAL SCIENCE
卷 12, 期 19, 页码 6629-6637出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/d1sc00776a
关键词
-
资金
- Institute for Basic Science [IBS-R010-A2]
- Ministry of Science & ICT (MSIT), Republic of Korea [IBS-R010-D1-2021-A00] Funding Source: Korea Institute of Science & Technology Information (KISTI), National Science & Technology Information Service (NTIS)
The modern synthesis aims to develop distinct reaction pathways from identical starting materials for efficient synthesis of diverse compounds. By controlling the reaction conditions and using specific compound combinations, the method allows for high-efficiency synthesis of a variety of compounds with a broad substrate scope and mild reaction conditions.
One of the main goals of modern synthesis is to develop distinct reaction pathways from identical starting materials for the efficient synthesis of diverse compounds. Herein, we disclose the unique divergent reactivity of the combination sets of pyridinium salts and sulfinates to achieve sulfonative pyridylation of alkenes and direct C4-sulfonylation of pyridines by controlling the one- versus two-electron reaction manifolds for the selective formation of each product. Base-catalyzed cross-coupling between sulfinates and N-amidopyridinium salts led to the direct introduction of a sulfonyl group into the C4 position of pyridines. Remarkably, the reactivity of this set of compounds is completely altered upon exposure to visible light: electron donor-acceptor complexes of N-amidopyridinium salts and sulfinates are formed to enable access to sulfonyl radicals. In this catalyst-free radical pathway, both sulfonyl and pyridyl groups could be incorporated into alkenes via a three-component reaction, which provides facile access to a variety of beta-pyridyl alkyl sulfones. These two reactions are orthogonal and complementary, achieving a broad substrate scope in a late-stage fashion under mild reaction conditions.
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