In the course of organic synthesis, particularly for multi-step synthesis or natural product total synthesis, the selection of appropriate protective groups for the intended functionality is crucial in order to achiev...In the course of organic synthesis, particularly for multi-step synthesis or natural product total synthesis, the selection of appropriate protective groups for the intended functionality is crucial in order to achieve chemoselective synthetic goals. The development of many useful protective groups has been reported based on the functionality of the anilino group. Herein, we discuss our study of various protective groups and the processes we used to establish compatibility with anilino functionality via the implementation of Oxone-mediated oxidative esterification in methanol. The results and the details of our experiments are reported herein.展开更多
Oxone （3.5 mol%） was found to be an effective catalyst for the condensation reactions of indoles with aldehydes to afford bisindolylmethanes in good to excellent yields within 10-30min. The method is simple and econ...Oxone （3.5 mol%） was found to be an effective catalyst for the condensation reactions of indoles with aldehydes to afford bisindolylmethanes in good to excellent yields within 10-30min. The method is simple and economic. The catalyst is found to be recyclable.展开更多
Esters are known as one of the most fundamental chemical moieties and also essentially useful components, especially for medicinal agents. Herein, using benzaldehyde and its derivatives as starting materials, Oxone-me...Esters are known as one of the most fundamental chemical moieties and also essentially useful components, especially for medicinal agents. Herein, using benzaldehyde and its derivatives as starting materials, Oxone-mediated preparation of ester derivatives in the presence of a catalytic amount of indium(III) triflate is described. Alcohols with various chain lengths, which functioned as solvents and substrates, were examined. Overall, the oxidative esterification starting with benzaldehyde derivatives possessing electron withdrawing groups proceeded smoothly and gave sufficient yields, in comparison to the reactions with the derivatives having electron donating groups.展开更多
Aromatic and alkyl alcohols were oxidized to the corresponding aldehydes or ketones at room temperature with high conversion and selectivity using Oxone （2KHSOs-KHSO4.K2SO4） as oxidant catalyzed by ruthenium complex...Aromatic and alkyl alcohols were oxidized to the corresponding aldehydes or ketones at room temperature with high conversion and selectivity using Oxone （2KHSOs-KHSO4.K2SO4） as oxidant catalyzed by ruthenium complex Quin-Ru-Quin （where Quin = 8-hydroxyquinoline）. The reaction time is very short and the preparation of complex is simple.展开更多
Protecting groups often play an essential role in organic synthesis, particularly for multi-step synthesis or natural product total synthesis. Various protecting groups areavailable to mask the vulnerable functionalit...Protecting groups often play an essential role in organic synthesis, particularly for multi-step synthesis or natural product total synthesis. Various protecting groups areavailable to mask the vulnerable functionality;phenolic hydroxy groups are noteworthy examples, but their stability differs when protected. Herein, the compatibility of protective phenolic functionality was investigated with the implementation of indium (III) triflate-catalyzed oxidative esterification using Oxone in methanol. A wide range of protective moieties was selected and subjected to Oxone-mediated oxidative esterification. For example, sulfonates were found to be sufficiently stable and inert whereas acetals were susceptible to reaction conditions. The details of this investigation are provided.展开更多
文摘In the course of organic synthesis, particularly for multi-step synthesis or natural product total synthesis, the selection of appropriate protective groups for the intended functionality is crucial in order to achieve chemoselective synthetic goals. The development of many useful protective groups has been reported based on the functionality of the anilino group. Herein, we discuss our study of various protective groups and the processes we used to establish compatibility with anilino functionality via the implementation of Oxone-mediated oxidative esterification in methanol. The results and the details of our experiments are reported herein.
文摘Oxone （3.5 mol%） was found to be an effective catalyst for the condensation reactions of indoles with aldehydes to afford bisindolylmethanes in good to excellent yields within 10-30min. The method is simple and economic. The catalyst is found to be recyclable.
文摘Esters are known as one of the most fundamental chemical moieties and also essentially useful components, especially for medicinal agents. Herein, using benzaldehyde and its derivatives as starting materials, Oxone-mediated preparation of ester derivatives in the presence of a catalytic amount of indium(III) triflate is described. Alcohols with various chain lengths, which functioned as solvents and substrates, were examined. Overall, the oxidative esterification starting with benzaldehyde derivatives possessing electron withdrawing groups proceeded smoothly and gave sufficient yields, in comparison to the reactions with the derivatives having electron donating groups.
基金National Natural Science Foundation of China(No.20774074 and 20674063)Specialized Research Fund for the Doctoral Program of Higher Education(No.20050736001).
文摘Aromatic and alkyl alcohols were oxidized to the corresponding aldehydes or ketones at room temperature with high conversion and selectivity using Oxone （2KHSOs-KHSO4.K2SO4） as oxidant catalyzed by ruthenium complex Quin-Ru-Quin （where Quin = 8-hydroxyquinoline）. The reaction time is very short and the preparation of complex is simple.
文摘Protecting groups often play an essential role in organic synthesis, particularly for multi-step synthesis or natural product total synthesis. Various protecting groups areavailable to mask the vulnerable functionality;phenolic hydroxy groups are noteworthy examples, but their stability differs when protected. Herein, the compatibility of protective phenolic functionality was investigated with the implementation of indium (III) triflate-catalyzed oxidative esterification using Oxone in methanol. A wide range of protective moieties was selected and subjected to Oxone-mediated oxidative esterification. For example, sulfonates were found to be sufficiently stable and inert whereas acetals were susceptible to reaction conditions. The details of this investigation are provided.
