Eric F. Lopes, Rodrigo Costa e Silva, Rafael A. C. Souza, Pablo Sebastian Fernandez, Julio Cezar Pastre
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引用次数: 0
摘要
在此,我们介绍了一种利用氢溴酸和盐酸作为卤化剂,从内部炔烃合成卤代烯基瑀的电化学方法,唯一的副产物是氢气。这种电子卤代煅烧方案在温和的条件下,通过一个简单、未分割的电池装置生成亲电的钙鎓物种,从而合成了 25 例氯乙烯基和溴乙烯基硒化物和硫化物,产率从 10% 到 94%不等,主要是 E 异构体。卤代乙烯基卤化物的合成用途通过各种转化得到了证明,并产生了官能度极高的四取代烯烃。这凸显了我们的方法在组装复杂分子框架方面的多功能性和高效性。
Stereoselective Electrochemical Synthesis of E‐Tetrasubstituted Haloalkenyl Chalcogenides
Herein, we describe an electrochemical method for the synthesis of haloalkenyl chalcogenides from internal alkynes using hydrobromic and hydrochloric acids as halogenating agents, with the sole byproduct being hydrogen gas. This e‐halochalcogenation protocol generates electrophilic chalcogenium species under mild conditions in a simple, undivided cell setup, enabling the synthesis of 25 examples of chloro‐ and bromovinyl selenides and sulfides with yields ranging from 10% to 94%, predominantly as the E‐isomer. The synthetic utility of the halovinyl chalcogenides was demonstrated through various transformations, yielding densely functionalized tetra‐substituted olefins. This underscores the versatility and efficiency of our method in assembling intricate molecular frameworks.
期刊介绍:
Chemistry—An Asian Journal is an international high-impact journal for chemistry in its broadest sense. The journal covers all aspects of chemistry from biochemistry through organic and inorganic chemistry to physical chemistry, including interdisciplinary topics.
Chemistry—An Asian Journal publishes Full Papers, Communications, and Focus Reviews.
A professional editorial team headed by Dr. Theresa Kueckmann and an Editorial Board (headed by Professor Susumu Kitagawa) ensure the highest quality of the peer-review process, the contents and the production of the journal.
Chemistry—An Asian Journal is published on behalf of the Asian Chemical Editorial Society (ACES), an association of numerous Asian chemical societies, and supported by the Gesellschaft Deutscher Chemiker (GDCh, German Chemical Society), ChemPubSoc Europe, and the Federation of Asian Chemical Societies (FACS).