45765-25-1Relevant academic research and scientific papers
Copper-Catalyzed Three-Component Tandem Cyclization for One-Pot Synthesis of 1,4-Benzothiazines
Chu, Jing-Jing,Hu, Bo-Lun,Liao, Zhi-Yong,Zhang, Xing-Guo
, p. 8647 - 8652 (2016)
A copper-catalyzed three-component tandem reaction has been developed for the convenient and practical synthesis of 1,4-benzothiazines. A variety of terminal alkynes and 2-iodo/bromophenyl isothiocyanates underwent this one-pot cyclization with aqueous ammonia to afford 1,4-benzothiazines in moderate to good yields.
Efficient Pd(ii)-catalyzed regioselectiveortho-halogenation of arylcyanamides
Alam, M. Mujahid,Boddapati, S. N. M.,Bollikolla, Hari Babu,Gugulothu, Sailaja,Tamminana, Ramana,Varala, Ravi
supporting information, p. 17176 - 17182 (2021/10/04)
Regioselectiveortho-halogenation of arylcyanamides using a Pd(ii) catalyst has been established under mild reaction conditions. Either electron-donating or electron-withdrawing groups readily carried out the reaction and produced final products in moderate to good yields. Based on the experimental work, we have confirmed that this method does not undergo a free radical mechanism. Furthermore, we have also attempted this method for practical utility purposes.
Development of S-Substituted Thioisothioureas as Efficient Hydropersulfide Precursors
Khodade, Vinayak S.,Toscano, John P.
, p. 17333 - 17337 (2019/01/04)
Because of their inherent instability, hydropersulfides (RSSH) must be generated in situ using precursors, but very few physiologically useful RSSH precursors have been developed to date. In this work, we report the design, synthesis, and evaluation of novel S-substituted thiosiothioureas as RSSH precursors. These water-soluble precursors show efficient and controllable release of RSSH under physiological conditions.
A novel one-pot synthesis of isothiocyanates and cyanamides from dithiocarbamate salts using environmentally benign reagent tetrapropylammonium tribromide
Kuotsu, Neivotsonuo Bernadette,Jamir, Latonglila,Phucho, Tovishe,Sinha, Upasana Bora
, p. 832 - 841 (2018/01/17)
A highly efficient and simple protocol for the synthesis of isothiocyanates and cyanamides from their respective amines in the presence of a mild, efficient, and non-toxic reagent tetrapropylammonium tribromide is described. High environmental acceptability of the reagents, cost effectiveness and high yields are the important attributes of this methodology.
Synthesis of cyanamides from isoselenocyanates promoted by recyclable ionic liquid-supported (diacetoxyiodo)benzene
Li, Xue,Huang, Yingyi,Gan, Bin,Mi, Zhisheng,Xie, Yuanyuan
, p. 631 - 634 (2016/01/25)
One-pot synthesis of cyanamides from isoselenocyanates through deselenisation promoted by ionic liquid-supported hypervalent iodine(III) reagent 1-(4-diacetoxyiodobenzyl)-3-methylimidazolium tetrafluoroborate [dibmim BF4 was developed. This approach provided a simple, mild and environmentally benign way to construct cyanamides in good yields. Moreover, powder Se and dibmim + BF4 could be easily recycled. It was the first example of [dibmim] + [BF4- to be used as a deselenising agent.
One-Pot Synthesis of N-Monosubstituted Ureas from Nitriles via Tiemann Rearrangement
Wang, Chien-Hong,Hsieh, Tsung-Han,Lin, Chia-Chi,Yeh, Wen-Hsiung,Lin, Chih-An,Chien, Tun-Cheng
supporting information, p. 1823 - 1826 (2015/08/06)
Amidoximes, obtained from the reaction of nitriles with hydroxylamine, underwent Tiemann rearrangement in the presence of benzenesulfonyl chlorides (TsCl or o-NsCl) to form the N-substituted cyanamides. Subsequently, acidic hydrolysis of the cyanamides afforded the corresponding N-monosubstituted ureas. The synthesis of N-monosubstituted ureas from nitriles was accomplished by three steps in one pot, which provides a direct access to versatile N-monosubstituted urea derivatives from a wide variety of nitriles.
Efficient iron(III) porphyrins-catalyzed oxidation of guanidoximes to cyanamides in ionic liquids
Kumari, Pratibha,Nagpal, Ritika,Chauhan, Prashant,Yatindranath, Vinith,Chauhan, Shive M. S.
, p. 13 - 18 (2015/03/30)
Water soluble iron(III) porphyrins immobilized in imidazolium ionic liquids serve as an effective catalyst for the H2O2 mediated oxidation of guanidoximes to selectively give corresponding cyanamides in good yields. The use of ionic liquid with non-coordinating counter anion PF6 affords the product in high yield by facilitating the formation of anionic iron peroxo intermediate. [Figure not available: see fulltext.]
Practical synthesis of N -substituted cyanamides via tiemann rearrangement of amidoximes
Lin, Chia-Chi,Hsieh, Tsung-Han,Liao, Pen-Yuan,Liao, Zhen-Yuan,Chang, Chih-Wei,Shih, Yu-Chiao,Yeh, Wen-Hsiung,Chien, Tun-Cheng
supporting information, p. 892 - 895 (2014/03/21)
A facile and general synthesis of various N-substituted cyanamides was accomplished by the Tiemann rearrangement of amidoximes with benzenesulfonyl chlorides (TsCl or o-NsCl) and DIPEA.
Aminocyanation by the addition of N-CN bonds to arynes: Chemoselective synthesis of 1,2-bifunctional aminobenzonitriles
Rao, Bin,Zeng, Xiaoming
supporting information, p. 314 - 317 (2014/01/23)
An efficient aminocyanation by the direct addition of aryl cyanamides to arynes is described, enabling incorporation of highly useful amino and cyano groups synchronously via cleavage of inert N-CN bonds, affording synthetically useful 1,2-bifunctional aminobenzonitriles. The postsynthetic functionalization of the aminocyanation products allows diverse formation of synthetically important derivatives such as drug molecule Ponstan and fused heterocycles.
Copper-catalyzed one-pot synthesis of unsymmetrical arylurea derivatives via tandem reaction of diaryliodonium salts with N -arylcyanamide
Li, Pengfei,Cheng, Guolin,Zhang, Hong,Xu, Xianxiang,Gao, Jingyuan,Cui, Xiuling
, p. 8156 - 8162 (2015/03/18)
An efficient "one-pot" approach to multiple substituted ureas from N-arylcyanamide and diaryliodonium salts has been presented. The two-step procedure involved the weak base-promoted chemoselective arylation of secondary amines with diaryliodonium and Cu-catalyzed nucleophilic addition of N-arylcyanamide with second diaryliodonium. The diverse unsymmetrical arylureas were obtained in up to 91% yield for 29 examples.
