5761-14-8Relevant academic research and scientific papers
Elemental Sulfur/DMSO-Promoted Multicomponent One-pot Synthesis of Malonic Acid Derivatives from Maleic Anhydride and Amines
Nguyen, Le Anh,Retailleau, Pascal,Nguyen, Thanh Binh
, p. 2864 - 2869 (2019/05/01)
Malonic acid derivatives could be conveniently prepared with high degree of functional flexibility via redox condensation reactions between anhydride maleic, amines, elemental sulfur and DMSO as oxidant. This multicomponent decarboxylative transformation consists in a cascade of ring opening, decarboxylative oxidative thioamidation at temperature as low as 50 °C. (Figure presented.).
One-pot three-component heteroannulation of β-oxo dithioesters, amines and hydroxylamine: Regioselective, facile and straightforward entry to 5-substituted 3-aminoisoxazoles
Samai, Subhasis,Chanda, Tanmoy,Ila, Hiriyakkanavar,Singh, Maya Shankar
supporting information, p. 4026 - 4031 (2013/07/19)
An efficient and highly regioselective one-pot three-component synthesis of previously inaccessible and synthetically demanding 3-(cycloalkyl/alkyl/ arylamino)-5-aryl/alkylisoxazoles has been achieved by the cyclocondensation of β-oxo dithioesters, amines and hydroxylamine in ethanol at reflux. This transformation proceeds via an in situ generated β-oxothioamide by the reaction of the β-oxo dithioester and amine, which undergoes nucleophilic attack by hydroxylamine followed by intramolecular cyclization with the oxo functionality and subsequent dehydration to give 5-substituted 3-aminoisoxazoles as a single regioisomer in good yields. Furthermore, the mechanism of the reaction has been established experimentally and shown to be in agreement with the hard and soft (Lewis) acid and base (HSAB) theory. A highly regioselective synthesis of 5-substituted 3-aminoisoxazoles has been achieved by a one-pot three-component coupling of β-oxo dithioesters, amines and hydroxylamine in ethanol at reflux via an in situ generated β-oxo thioamide intermediate. The mechanism of the reaction has been established experimentally and shown to be in agreement with the HSAB theory. Copyright
Highly regioselective one-pot, three-component synthesis of 1-aryl-3,4-substituted/annulated-5-(cycloamino)/(alkylamino)pyrazoles from β-oxodithioesters
Nandi, Ganesh C.,Singh, Maya S.,Ila, Hiriyakkanavar,Junjappa, Hiriyakkanavar
, p. 967 - 974 (2012/03/27)
An efficient, highly regioselective protocol for the synthesis of the title compounds is reported. The reaction involves a one-pot, three-component cyclocondensation of β-oxodithioester, amine, and hydrazine in ethanol at reflux in the presence of a catal
