5589-01-5Relevant academic research and scientific papers
NaOTs-promoted transition metal-free C-N bond cleavage to form C-X (X = N, O, S) bonds
Chen, Wei,Liu, Sicheng,Liu, Tingting,Majeed, Irfan,Ye, Xiaojing,Zeng, Zhuo,Zhang, Yuqi,Zhu, Yulin
supporting information, p. 8566 - 8571 (2021/10/20)
Multifunctional transformation of amide C-N bond cleavage is reported. The protocol applies to benzamide, thioamide, alcohols, and mercaptan under similar reaction conditions catalyzed by NaOTs. It is noteworthy that NaOTs can not only be recycled and reused for up to three cycles without significant loss in catalytic activity, but also catalyze gram-grade reactions. This study provides a novel solution with mild conditions and a simple procedure for transformation of multiple amides.
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.
An Efficient Heterobimetallic Lanthanide Alkoxide Catalyst for Transamidation of Amides under Solvent-Free Conditions
Sheng, Hongting,Zeng, Ruijie,Wang, Wenjuan,Luo, Shuwen,Feng, Yan,Liu, Jing,Chen, Weijian,Zhu, Manzhou,Guo, Qingxiang
, p. 302 - 313 (2017/02/05)
A practical heterobimetallic lanthanide-catalyzed transamidation of primary, secondary and tertiary amides with aliphatic and aromatic amines has been developed. The methodology was also applied to the weakly reactive thioamides to demonstrate its versatility and wide substrate scope. The heterobimetallic lanthanide catalysts showed high catalytic activity and a wide scope of substrates with good to excellent yields under solvent-free conditions. Efficient activation of the transamidation can be realized by the above complexes acting as cooperative acid–base bifunctional catalysts, which are proposed to be responsible for the higher reactivity in comparison with simple monometallic catalysts. (Figure presented.).
Synthesis of benzo[c]thiophen-1(3h)-imine and 2,3-dihydro-1h-isoindole-1-thione derivatives through cyclizations of 2-(1-hydroxyalkyl)benzothioamides
Kobayashi, Kazuhiro,Nogi, Takashi
, p. 2262 - 2272 (2017/12/12)
The reaction of N-alkyl-2,N-dilithiobenzothioamides, generated by treating N-alkylbenzothioamides with two equivalents of butyllithium, with aldehydes gives the corresponding 2-(1-hydroxyalkyl)benzothioamides, which undergo cyclization on treatment with m
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.].
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.
Selective thioacylation of amines in water: A convenient preparation of secondary thioamides and thiazolines
Pathak, Uma,Bhattacharyya, Shubhankar,Mathur, Sweta
, p. 4484 - 4488 (2015/02/19)
Primary thioamides have been utilised directly in water, without any derivatisation, to selectively thioacylate primary amines. By employing 2-hydroxyethylamines, the reaction can be extended to the preparation of 2-thiazolines via formation of β-hydroxythioamides.
Decarboxylative thioamidation of arylacetic and cinnamic acids: A new approach to thioamides
Guntreddi, Tirumaleswararao,Vanjari, Rajeshwer,Singh, Krishna Nand
supporting information, p. 3624 - 3627 (2014/08/05)
A new decarboxylative strategy has been developed for the synthesis of thioamides via a three-component reaction involving arylacetic or cinnamic acids, amines and elemental sulfur powder, without the need of a transition metal and an external oxidant.
Direct conversion of methylarenes into dithiocarbamates, thioamides and benzyl esters
Guntreddi, Tirumaleswararao,Vanjari, Rajeshwer,Singh, Krishna Nand
, p. 3887 - 3892 (2014/06/09)
A new strategy for the synthesis of a variety of dithiocarbamates and thioamides has been developed employing inexpensive and readily available methylarenes under metal-free and solvent-free conditions. The approach offers a one-pot procedure and has also been extended to the synthesis of a diverse range of benzyl esters.
Rapid and efficient synthesis of imidazolines and bisimidazolines under microwave and ultrasonic irradiation
Moghadam, Majid,Mohammadpoor-Baltork, Iraj,Mirkhani, Valiollah,Tangestaninejad, Shahram,Abdollahi-Alibeik, Mohammad,Yousefi, Behrooz H.,Kargar, Hadi
, p. 579 - 583 (2008/02/03)
Small assemblies of 2-imidazolines and bisimidazolines from appropriate nitriles and ethylenediamine with catalytic amounts of P2S 5 employing a microwave assisted protocol were prepared. Sonication of this system also led to successful synthesis of 2-imidazolines and bisimidazolines. Another advantage of these systems is the ability to carry out large scale reactions. Springer-Verlag 2007.
