134835-91-9Relevant academic research and scientific papers
Zinc acetate-mediated regioselective N-acylation of 1,3-disubstituted selenoureas
Li, Xue,Gan, Bin,Peng, Zhixiang,Mi, Zhisheng,Xie, Yuanyuan
, p. 251 - 254 (2018/06/27)
N-acetylureas were synthesised regioselectively from 1,3-disubstituted selenoureas and zinc acetate. Regioselectivity was dependent on the pKa of the amine attached to the selenourea and occurred towards the amine with the lower pKa. The approach provided a simple, mild and efficient way to construct various N-acetylureas regioselectively in moderate to good yields (53-88%). A plausible mechanism was proposed for the formation of N-acetylureas.
Regioselective acetylate of 1,3-disubstituted selenoureas promoted by recyclable ion-supported hypervalent iodine(III) reagent
Xie, Yuanyuan,Pan, Haixuan
, p. 98 - 105 (2014/01/06)
Abstract A mild, efficient, and environmentally friendly reaction of 1,3-disubstituted selenoureas with a recyclable ion-supported hypervalent iodine(III) reagent produces regioselectively N-acetylureas. This is the first example of ion-supported hypervalent iodine reagent [dibmim]+[BF4] -being employed as an N-acetylating agent. Supplemental materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfur, and Silicon and the Related Elements to view the free supplemental file.
Oxidative desulfurization of disubstituted thioureas using Pb(II) salts and investigation of pKa-dependent regioselective N-acylation
Ghosh, Harisadhan,Sarkar, Soumya,Ali, Abdur Rezzak,Patel, Bhisma K.
experimental part, p. 1 - 11 (2010/10/01)
A highly efficient method for the N-acylation of both symmetrical and unsymmetrical thioureas by the use of lead (II) salts and triethylamine has been achieved. The reaction gives regioselective N-acylated product for unsymmetrical thiourea. For unsymmetrical thiuourea, regioselective N-acylation takes place towards the amine having lower pKa.A linear correlation between the pKas of the amines and the regioselective Nacylation is found. Another attractive feature of this transformation is that lead sulfide, which is important to material science, is obtained as a side product (nanocubes of 20 nm).
Hypervalent iodine(III)-mediated regioselective N-acylation of 1,3-disubstituted thioureas
Singh,Ghosh, Harisadhan,Murru, Siva,Patel, Bhisma K.
, p. 2924 - 2927 (2008/09/19)
(Chemical Equation Presented) Reaction of asymmetrical 1,3-disubstituted thioureas with diacetoxyiodobenzene (DIB) produces regioselectively N-acetylurea in shorter time. Regioselectivity is dependent on the pKa's of the amine attached to the t
Regioselective synthesis of N-acetylureas by manganese(III) acetate reaction of 1,3-disubstituted thioureas
Mu, Xue-Jun,Zou, Jian-Ping,Qian, Qiu-Feng,Zhang, Wei
, p. 2323 - 2325 (2007/10/03)
Reactions of asymmetrical 1,3-disubstituted thioureas with manganese(III) acetate produce regioselective N-acetylureas. A mechanism for this novel transformation is proposed.
