61317-44-0Relevant academic research and scientific papers
Multicomponent strategy to indeno[2,1- C ]pyridine and hydroisoquinoline derivatives through cleavage of carbon-carbon bond
Feng, Xian,Wang, Jian-Jun,Xun, Zhan,Huang, Zhi-Bin,Shi, Da-Qing
, p. 1025 - 1033 (2015/01/30)
A concise and efficient three-component domino reaction has been developed for the synthesis of polyfunctionalized indenopyridine and hydroisoquinoline derivatives via the cleavage of a C-C bond under transition-metal-free conditions. This reaction provides facile access to complex nitrogen-containing heterocycles by simply mixing three common starting materials in EtOH in the presence of 20 mol % NaOH under microwave irradiation conditions.
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
