各种S(VI)交换反应的机械化学对映性合成磺酰咪酯和磺酰咪酰胺

Shashank Tripathi, Sidharam P. Pujari, Manoah Romkes, Fedor M. Miloserdov, Hongwei Zhou, Han Zuilhof
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引用次数: 0

摘要

机械化学S(VI)交换反应是在S(VI) -F和S(VI) -Cl中心上进行的,它们具有快速、无溶剂、高产和对映特异性。该方法在温和反应条件下由磺酰酰氟和氯化物合成一系列磺酰酰咪酯和磺酰咪酰胺。这种方法的广泛范围证明了它与一系列酚类和伯胺和仲胺的成功反应性。此外,在4 -硝基苯酚衍生的S(VI)物种中成功地实现了取代酚(SuPhenEx)的取代。这种方法更快,更环保,并且减少了对氟化物质形成的需求,同时保留了SuFEx和相关S(VI)取代反应的许多优点。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
Mechanochemical Enantiospecific Syntheses of Sulfonimidate Esters and Sulfonimidamides by Various S(VI) Exchange Reactions

Mechanochemical S(VI) exchange reactions are developed on chiral S(VI)–F and S(VI)–Cl centers that are fast, solvent–free, high–yielding, and enantiospecific. This approach is used to synthesize a range of sulfonimidate esters and sulfonimidamides from sulfonimidoyl fluorides and chlorides under mild reaction conditions. The broad scope of this method is demonstrated by its successful reactivity with a range of phenols and both primary and secondary anilines. Furthermore, substitution in 4–nitrophenol-derived S(VI) species with substituted phenols (SuPhenEx) is successfully achieved. This approach is faster, greener, and reduces the need for the formation of fluorinated species, while retaining many of the advantages of SuFEx and related S(VI) substitution reactions.

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