705-62-4Relevant articles and documents
Reaction of N-benzyl azomethine ylide with aryl isothiocyanates: synthesis of (Z)-N-aryl-3-benzylthiazolidine-5-imines
Buev, Evgeny M.,Osintseva, Anna P.,Moshkin, Vladimir S.,Sosnovskikh, Vyacheslav Ya.
, p. 1222 - 1225 (2020)
[Figure not available: see fulltext.] The reaction of aryl isothiocyanates with nonstabilized azomethine ylides generated in situ by various methods was studied. It was established that the use of N-(methoxymethyl)-N-(trimethylsilylmethyl)benzylamine in the presence of trifluoroacetic acid in the role of a catalyst led to the formation of (Z)-N-aryl-3-benzylthiazolidin-5-imines in 22–47% yields.
Copper(II)-Promoted Cascade Synthesis of 2-Aminobenzothiazoles Starting from 2-Iodoanilines and Sodium Dithiocarbamates
Zhu, Hui,Zhang, Shi-Bo,Liu, Xing,Cheng, Yu,Peng, Han-Ying,Dong, Zhi-Bing
supporting information, p. 5711 - 5716 (2018/10/31)
A facile and efficient formation of 2-aminobenzothiazoles by a copper(II)-promoted one-pot cascade process was developed. The desired 2-aminobenzothiazoles were synthesized in good to excellent yields (up to 97 %) in the presence of Cu(OAc)2 an
Hydroamination of carbodiimides, isocyanates, and isothiocyanates by a bis(phosphinoselenoic amide) supported titanium(IV) complex
Bhattacharjee, Jayeeta,Das, Suman,Kottalanka, Ravi K.,Panda, Tarun K.
, p. 17824 - 17832 (2016/11/18)
The hydroamination of heterocumulenes such as carbodiimides, isocyanates, and isothiocyanates by a bis(phosphinoselenoic amide) supported titanium(iv) complex as a precatalyst is reported here. The titanium(iv) complex [{Ph2P(Se)NCH2CH2NPPh2(Se)}Ti(NMe2)2] (1) was synthesised by the reaction of tetrakis-(dimethylamido)titanium(iv) [Ti(NMe2)4] with [{Ph2P(Se)NHCH2CH2NHPPh2(Se)}] in toluene at ambient temperature. Titanium complex 1 proved to be a competent pre-catalyst for the addition of an amine N-H bond to carbodiimides, isocyanates, and isothiocyanates. The reaction scope was expanded to reactions of aliphatic and aromatic amines with phenylisocyanates and phenylisothiocyanates in toluene solvents proceeding rapidly at room temperature with 5 mol% catalyst loadings to yield the corresponding urea and thio-urea derivatives up to 99%. However, ambient temperature was needed for hydroamination of 1,3-dicyclohexylcarbodiimide. The amine addition reactions with isocyanates showed first order kinetics with respect to catalyst 1 as well as substrates. The most plausible mechanism for the hydroamination reaction was established by isolating 1,1-dimethylphenyl urea as a side product.
