- Catalytic Thiourea Promoted Electrophilic Thiocyanation of Indoles and Aromatic Amines with NCS/NH4SCN
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A simple and efficient protocol for the electrophilic thiocyanation of indoles and aromatic amines with thiourea/NCS/NH4SCN system has been developed. The major features of the present procedure are the mild conditions, good yields, short reaction times, and the use of inexpensive and readily available organocatalyst. Moreover, N-chlorosuccinimide (NCS) was found to be indispensable, and thiourea could greatly promote the reaction.
- Wang, Cancan,Wang, Zhonghao,Wang, Liang,Chen, Qun,He, Mingyang
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- Screening metal-free photocatalysts from isomorphic covalent organic frameworks for the C-3 functionalization of indoles
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The visible-light-driven organic transformation using two-dimensional covalent organic frameworks (2D-COFs) as metal-free heterogeneous photocatalysts is a green and sustainable approach, and it has gained a surge of interest by virtue of the photosensitizer's high crystallinity, abundant porosity, outstanding stability, excellent light-harvesting ability and tunable structure. However, the guiding principle for designing, constructing and selecting COF-based photocatalysts has not been put forward so far. Herein, we contribute a fascinating strategy to guide the acquisition of excellent framework photocatalysts, which is to screen them from a series of isomorphic COFs. As a proof of concept, three new isomorphic pyrene-based 2D-COFs (COF-JLU23, COF-JLU24 and COF-JLU25) with variable linkers were successfully synthesized. In addition to having similar crystallinity and porosity with the same pore size and shape, their absorption, emission, bandgap, energy level, transient photocurrent response and photocatalytic activity could be easily adjustedviaconfiguring different linkers in frameworks. Indeed, COF-JLU24 with electron donor-acceptor characteristics exhibited the best photocatalytic activity among the three isomorphic COFs for C-3 functionalization reactions of indoles, even better than that of the metal-free photocatalyst g-C3N4. More importantly, the screened COF-JLU24 as a metal-free photocatalyst still displayed extensive substrate adaptability and excellent recyclability. We anticipate that this strategy will become a robust rule of thumb for fast access to COF-based photocatalysts. In addition, we still highlight that the present study broadens the applied frontier of COF-based photocatalysts.
- Chen, Xiong,Feng, Xiao,Han, Songjie,Li, Chunzhi,Li, He,Li, Ziping,Liu, Xiaoming,Shao, Pengpeng,Xia, Hong
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supporting information
p. 8706 - 8715
(2020/05/16)
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- Application of copper chloride dihydrate in photocatalysis of reaction of indole compound and thiocyanate compound
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The invention discloses an application of copper chloride dihydrate in photocatalysis of reaction of an indole compound and a thiocyanate compound. Specifically, under the atmosphere of oxygen or air,an indole compound, an ammonium thiocyanate compound and copper chloride dihydrate are added into a reaction container provided with a stirring device, ethyl alcohol is added, a stirring reaction isconducted for 20-30 hours under room-temperature illumination, and the 3-thiocyanate indole compound is obtained. According to the method, CuCl2.2H2O is directly used as a catalyst for the first timeunder the condition of not adding any photosensitizer. Besides, the efficient preparation of the 3-thiocyanate indole compound is realized, the whole process is green, efficient and easy to operate, and the application is a good method for synthesizing the 3-thiocyanate indole compound.
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Paragraph 0074-0077
(2020/06/16)
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- Rapid and efficient thiocyanation of phenols, indoles, and anilines in 1,1,1,3,3,3-hexafluoro-2-propanol under ultrasound irradiation
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An efficient ultrasound-promoted thiocyanation of phenols, indoles, and anilines in the presence of N-chlorosuccinimide and NH4SCN using 1,1,1,3,3,3-hexafluoro-2-propanol as the solvent has been developed. The major features of the present protocol include the mild reaction conditions, short reaction times, good to excellent yields, and broad substrate scope. Moreover, scale-up synthesis can be achieved and the solvent can be easily recovered and reused.
- Wang, Zhonghao,Wang, Liang,Chen, Qun,He, Ming-yang
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supporting information
p. 76 - 84
(2017/12/28)
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- Visible-light-induced aerobic thiocyanation of indoles using reusable TiO2/MoS2 nanocomposite photocatalyst
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TiO2/MoS2 nanocomposite photocatalyst was prepared via simple one-step hydrothermal process. This nontoxic and inexpensive photocatalyst exhibited high activity toward the thiocyanation of indoles under visible light irradiation at room temperature. Simple work-up, good yields, as well as reusability of the catalyst are the major advantages of the present method.
- Wang, Liang,Wang, Cancan,Liu, Wenjie,Chen, Qun,He, Mingyang
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supporting information
p. 1771 - 1774
(2016/04/05)
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- Mn(OAc)3-promoted regioselective free radical thiocyanation of indoles and anilines
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Mn(OAc)3-promoted free radical thiocyanations of indoles and arylamines are introduced. Reactions performed under mild conditions give regioselective products in good to excellent yields.
- Pan, Xiang-Qiang,Lei, Mao-Yi,Zou, Jian-Ping,Zhang, Wei
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experimental part
p. 347 - 349
(2009/04/19)
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