Lan-Xi Zong , Yu-Fang Tan , Yu-Hao Yang , Yan-Hong He , Zhi Guan
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Tunable selective electrochemical selenization of tetrahydroquinolines with diselenides†
A simple and environmentally friendly electrochemical synthesis method is presented for the selenylation of tetrahydroquinolines with diselenides. By adjusting the reaction conditions, different products can be synthesized. Using NaI as the electrolyte and 2,2,6,6-tetramethylpiperidinooxy (TEMPO) as a redox mediator, C-3 selenylated quinolines were successfully synthesized, achieving the challenging C-3 substitution of quinolines. In the absence of TEMPO, C-6 selenylated tetrahydroquinolines were obtained. This green method offers excellent selectivity and a broad substrate scope, with reaction conditions that can be easily tuned to achieve different outcomes.
期刊介绍:
Green Chemistry is a journal that provides a unique forum for the publication of innovative research on the development of alternative green and sustainable technologies. The scope of Green Chemistry is based on the definition proposed by Anastas and Warner (Green Chemistry: Theory and Practice, P T Anastas and J C Warner, Oxford University Press, Oxford, 1998), which defines green chemistry as the utilisation of a set of principles that reduces or eliminates the use or generation of hazardous substances in the design, manufacture and application of chemical products. Green Chemistry aims to reduce the environmental impact of the chemical enterprise by developing a technology base that is inherently non-toxic to living things and the environment. The journal welcomes submissions on all aspects of research relating to this endeavor and publishes original and significant cutting-edge research that is likely to be of wide general appeal. For a work to be published, it must present a significant advance in green chemistry, including a comparison with existing methods and a demonstration of advantages over those methods.