☆ 4.7 Article

Photoredox-catalyzed [4+2] annulation of cyclobutylanilines with alkenes, alkynes, and diynes in continuous flow

SCIENCE CHINA-CHEMISTRY (2016)

期刊

SCIENCE CHINA-CHEMISTRY

卷 59, 期 2, 页码 180-183

出版社

SCIENCE PRESS

DOI: 10.1007/s11426-015-5547-y

关键词

photocatalysis; continuous flow; N-cyclobutylaniline; [4+2]; annulation; visible light

类别

Chemistry, Multidisciplinary

资金

University of Arkansas
Arkansas Bioscience Institute
National Institutes of Health from National Institute of General Medical Sciences [P30 GM103450]
NSF [CHE-1255539]
Direct For Mathematical & Physical Scien
Division Of Chemistry [1255539] Funding Source: National Science Foundation

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摘要

Continuous flow has recently emerged as a powerful enabling technology that greatly improves many reactions' efficiency. Here, we apply the technology to intermolecular [4+2] annulation of cyclobutylanilines with alkenes, alkynes, and diynes by photoredox catalysis. An across-the-board improvement in the annulation's efficiency is noticed. Moreover, a gram-scale annulation is successfully demonstrated in continuous flow using a much lower catalyst loading.

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