Aryl Thiocyanate as an Organic 'CN' Source: Access to Thiocyano-Thioesters from Cyclic Thioacetals.

IF 3.5 3区 化学 Q2 CHEMISTRY, MULTIDISCIPLINARY
Mousumi Behera, Shubham Y Shukla, Pankaj D Dharpure, Ramakrishna G Bhat
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引用次数: 0

Abstract

A facile, transition metal-free method has been developed for the synthesis of thiocyano-thioesters. It employs cyclic thioacetals and aryl thiocyanate as an organic 'CN' source, facilitated by organophotocatalyst under the visible light irradiation. Additionally, the diaryl disulfide by-products have been efficiently repurposed as a recyclable and reusable substrates for the sustainable synthesis of aryl thiocyanates, supporting the circular chemical economy. This method exhibits broad functional group tolerance and is applicable to five- to eight-membered cyclic thioacetals. The method also proved to be scalable on gram quantity. A series of control experiments, fluorescence quenching, and cyclic voltammetry analysis supported the proposed reaction mechanism.

作为有机“CN”来源的芳基硫氰酸酯:从环硫缩醛中获得硫氰酸硫酯。
提出了一种简便、无过渡金属的合成硫氰基硫酯的方法。它采用环硫缩醛和芳基硫氰酸酯作为有机“CN”源,在可见光照射下由有机光催化剂促进。此外,二芳基二硫化物副产品已被有效地重新利用,作为可回收和可重复使用的底物,用于芳基硫氰酸酯的可持续合成,支持循环化学经济。该方法具有广泛的官能团耐受性,适用于五至八元环硫缩醛。结果表明,该方法在克量上具有可扩展性。一系列对照实验、荧光猝灭和循环伏安分析支持了所提出的反应机理。
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来源期刊
Chemistry - An Asian Journal
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).
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