封面:利用三苯基二氯化铋介导的 S-N 键形成反应合成苯并唑-2-硫醚与伯胺和仲胺的亚磺酰胺(亚洲有机化学杂志 8/2024)

IF 2.8 4区 化学 Q1 CHEMISTRY, ORGANIC Asian Journal of Organic Chemistry Pub Date : 2024-08-14 DOI:10.1002/ajoc.202480801
Arisu Koyanagi, Dr. Yuki Murata, Dr. Mio Matsumura, Prof. Dr. Shuji Yasuike
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引用次数: 0

摘要

封面设计展示了用铋试剂从各种苯并唑-2-硫酮与胺合成亚磺酰胺的一般方法。兄弟唑-2-硫酮和姐妹胺与铋试剂反应生成的亚磺酰胺就像烟花一样绽放。在夜空中,S-N 键的形成就像银河。在有氧条件下,苯并唑-2-硫醚与各种伯胺或仲胺在二氯化三苯基膦(Ph3BiCl2)存在下于 60 °C、二甲基亚砜(DMSO)中发生反应,得到相应的亚磺酰胺,产率为中等到极好。该反应是在温和的反应条件下利用低毒性五价有机铋试剂进行高效 S-N 键形成反应的首个实例。该反应很可能被用于开发具有药用价值或工业用途的化合物。更多信息请参阅Yuki Murata、Shuji Yasuike及合作者发表的文章(文章编号:e202400138)。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

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Front Cover: Synthesis of Sulfenamides from Benzoazole-2-thiones with Primary and Secondary Amines using Triphenylbismuth Dichloride-Mediated S−N Bond Formation Reaction (Asian J. Org. Chem. 8/2024)

The cover design showcases a general method for the synthesis of sulfenamides from various benzoazole-2-thiones with amines using bismuth reagent. The brother′s azole-thiones and the sister′s amines being reacted with the bismuth reagent to produce the sulfenamide that blooms beautifully like fireworks. In the night sky, the S-N bond formation is depicted to resemble the Milky Way. The reactions of benzoazole-2-thiones with various primary or secondary amines in the presence of triphenylbismuth dichloride (Ph3BiCl2) at 60 °C in DMSO under aerobic conditions afforded the corresponding sulfenamides in moderate-to-excellent yields. This reaction is the first example of an efficient S–N bond formation reaction utilizing a lowtoxicity pentavalent organobismuth reagent under mild reaction conditions. The reaction will likely be applied to develop compounds with medicinal value or industrial utility. More information can be found in article number e202400138 by Yuki Murata, Shuji Yasuike, and co-workers.

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来源期刊
CiteScore
4.70
自引率
3.70%
发文量
372
期刊介绍: Organic chemistry is the fundamental science that stands at the heart of chemistry, biology, and materials science. Research in these areas is vigorous and truly international, with three major regions making almost equal contributions: America, Europe and Asia. Asia now has its own top international organic chemistry journal—the Asian Journal of Organic Chemistry (AsianJOC) The AsianJOC is designed to be a top-ranked international research journal and publishes primary research as well as critical secondary information from authors across the world. The journal covers organic chemistry in its entirety. Authors and readers come from academia, the chemical industry, and government laboratories.
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