锌促进异硫氰酸酯和叔胺合成β-（硫）脲基硫化物。

IF 3.5 3区化学 Q2 CHEMISTRY, MULTIDISCIPLINARY

Chemistry - An Asian Journal Pub Date : 2025-06-24 DOI:10.1002/asia.202500627

Pankaj Kumar, Jaswinder Kaur, Aman Bhalla

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引用次数: 0

摘要

在这里，我们强调了连续的锌促进异硫氰酸酯对叔脂肪胺的反应性，随后的区域选择性n脱烷基，产生各自的硫脲。在非惰性条件下，Zn作为脱硫剂提供ZnS，而水作为氧源，促进异硫氰酸酯直接转化为尿素。该策略提供了b-（硫）脲硫化物，在合成和生物学上的重要功能。通过对机理和底物范围的全面考察，我们阐明了以霍夫曼消除为初始，脱硫为最后步骤的非自由基途径。

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Zinc-Promoted Synthesis of β-(Thio)uredo-Sulfides from Isothiocyanates and Tertiary Amines.

Herein, we highlight the sequential Zn-promoted reactivity of isothiocyanates towards tertiary aliphatic amines with subsequent regioselective N-dealkylation, yielding respective thioureas. Under non-inert conditions Zn functions as a desulfurizing agent affording ZnS, while water acts as an oxygen source, facilitating the direct transformation of isothiocyanates into ureas. This strategy affords b-(thio)uredo-sulphides, important functionalities in synthetic and biological important functionalities. Through a comprehensive examination of the mechanism and substrate scope, we elucidate a non-radical pathway with Hofmann elimination as initial and desulfurization as final steps.

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来源期刊

Chemistry - An Asian Journal 化学-化学综合

CiteScore

7.00

自引率

2.40%

发文量

535

审稿时长

1.3 months

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).