15563-45-8Relevant academic research and scientific papers
Cobalt(iii)-catalyzed C-H amidation of: N, N -dialkyl thiobenzamides by sulfur coordination
Gao, Pengpeng,Zhang, Xiaohui,Zheng, Qing-Zhong
supporting information, p. 10332 - 10336 (2021/12/17)
An efficient inexpensive cobalt(iii)-catalyzed intermolecular amidation of N,N-dialkyl thiobenzamides with 1,4,2-dioxazol-5-ones via C-H bond activation is described. The reaction proceeds with high functional group tolerance under external oxidant free conditions, providing a straightforward approach for the direct modification of thioamide derivatives, which are prevalent organic motifs found in vital biological and pharmaceutical molecules. This journal is
Ruthenium(II)-catalyzed C-H arylation of N,N-dialkyl thiobenzamides with boronic acids by sulfur coordination in 2-MeTHF
Zhang, Jin,Liu, Ying,Jia, Qiangqiang,Wang, Yue,Ma, Yangmin,Szostak, Michal
supporting information, p. 6884 - 6890 (2020/09/15)
We report ruthenium(II)-catalyzed ortho-C-H arylation of N,N-dialkylthiobenzamides with boronic acids. The method employs [RuCl2(p-cym)]2 in the presence of Cu(OTf)2 and Ag2O oxidant. The reaction represents the first example of Ru-catalyzed C-H arylation directed by sulfur-containing groups and a rare example of C-H arylation directed by the versatile thiobenzamide moiety. As a further advantage, the method is performed in sustainable and eco-friendly 2-MeTHF as a solvent.
Microwave-Assisted iodine-catalyzed oxidative coupling of dibenzyl(difurfuryl)disulfides with amines: A rapid and efficient protocol for thioamides
Chen, Jinyang,Mei, Lan,Liu, Jialing,Zhong, Chuntao,Yuan, Binfang,Li, Qiang
, p. 28576 - 28580 (2019/09/30)
An efficient protocol for synthesis of thioamides was developed via the microwave-Assisted iodine-catalyzed oxidative coupling of dibenzyl(difurfuryl)disulfides with amines. This process is scalable and tolerates a wide spectrum of amines to deliver the corresponding products in moderate to excellent yields in 10 minutes, providing a cheap and rapid approach to thioamides.
Sulfur-Catalyzed Oxidative Coupling of Dibenzyl Disulfides with Amines: Access to Thioamides and Aza Heterocycles
Nguyen, Thanh Binh,Nguyen, Le Phuong Anh,Nguyen, Thi Thu Tram
supporting information, p. 1787 - 1791 (2019/02/26)
In the presence of catalytic amounts of elemental sulfur, dibenzyl disulfide/DMSO was found to be an excellent thiobenzoylating agent of amines to provide a wide range of thioamides. The reaction becomes autocatalytic when anilines substituted by an o-cyclizable group were used as nucleophile, leading to the corresponding 2-aryl aza heterocycles. (Figure presented.).
PHOTOCATALYTIC SYSTEM AND APPLICATIONS THEREOF
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Page/Page column 35; 36, (2019/05/15)
The present invention relates to novel poly(heptazine imides), a photocatalytic system comprising such poly(heptazine imides) and a sulfur source as well as the application thereof in photocatalytic reactions.
Carbon nitride creates thioamides in high yields by the photocatalytic Kindler reaction
Kurpil,Kumru,Heil,Antonietti,Savateev
supporting information, p. 838 - 842 (2018/03/05)
Potassium poly(heptazine imide), a carbon nitride based photocatalyst, effectively promotes the Kindler reaction of thioamide bond formation using amines and elemental sulfur as building blocks under visible light irradiation. The feasibility of the developed methodology was confirmed using 14 different primary and secondary amines, including substituted benzylamines and heterocyclic and aliphatic methylamines, which were successfully converted into thioamides with 68-92% isolated yields.
Oxidative Coupling-Thionation of Amines Mediated by Iron-Based Imidazolium Salts for the Preparation of Thioamides
Gisbert, Patricia,Pastor, Isidro M.
supporting information, p. 3031 - 3040 (2018/07/06)
An efficient and selective multicomponent oxidative coupling, involving the use of two different amines, sodium phosphate, and elemental sulfur have been described for the preparation of thioamides, employing microwave irradiation. The use of an iron(III)-based imidazolium salt is essential as catalyst. Indeed, the iron-based catalyst is involved in the oxidative coupling of the two amines and in the subsequent C-S bond formation. The protocol is useful for a wide variety of primary benzylamines and alkylamines, as coupling partners. Thus, various electron-rich and electron-poor substituents in the aromatic rings and also fused piperidine derivatives, are suitable starting materials in this reaction. Some of the obtained products are important synthetic intermediates for natural products.
Sulfated polyborate catalyzed Kindler reaction: a rapid, efficient, and green protocol
Khatri, Chetan K.,Mali, Anil S.,Chaturbhuj, Ganesh U.
, p. 1463 - 1468 (2017/07/18)
A rapid, green, and efficient one-pot, three-component Kindler reaction was developed using a sulfated polyborate catalyst. The method described the reaction of aldehydes, amines/ammonium acetate, and sulfur for the synthesis of thioamides using sulfated polyborate under a solvent free condition at 100?°C. The key features of the present protocol are high yields, short reaction time, easy workup, and recyclability of a catalyst which gives economical as well as ecological rewards. The present method also has an ability to tolerate a variety of functional groups. Graphical abstract: [Figure not available: see fulltext.].
Aqueous Compatible Protocol to Both Alkyl and Aryl Thioamide Synthesis
Wei, Jianpeng,Li, Yiming,Jiang, Xuefeng
supporting information, p. 340 - 343 (2016/02/03)
An efficient aqueous synthesis of thioamides through aldehydes, sodium sulfide, and N-substituted formamides has been developed. Both alkyl and aryl aldehydes are amenable to this protocol. N-Substituted formamides are essential for this transformation. Readily available inorganic salt (sodium sulfide) serves as the sulfur source in water, which makes this method much more practical and efficient. Furthermore, the late-stage modification of bioactive molecules and derivatives through this protocol has been established.
Iodine-Promoted Synthesis of Thioamides from 1,2-Dibenzylsulfane and Difurfuryl Disulfide
Chen, Sihai,Li, You,Chen, Jinyang,Xu, Xinhua,Su, Lebin,Tang, Zhi,Au, Chak-Tong,Qiu, Renhua
supporting information, p. 2339 - 2344 (2016/09/28)
Thioamides can be generated at 100 °C in high yield through the reaction of 1,2-dibenzyldisulfane with difurfuryldisulfide using iodine as oxidant and DMSO as solvent. The protocol is metal- and additive-free, providing a convenient and economical way for the synthesis of various kinds of thioamides under mild conditions.
