The aldolization of various isatins with creatinine under gold catalysis in water has been developed.The reaction is operationally simple as the products can be isolated by simple filtration without requiring tedious ...The aldolization of various isatins with creatinine under gold catalysis in water has been developed.The reaction is operationally simple as the products can be isolated by simple filtration without requiring tedious solvent extraction and column chromatographic techniques.The generality of this methodology is showcased through the reactions of a wide range of isatin derivatives with creatinine to afford the respective aldol products in excellent yields with complete syn‐selectivity.The scope of this chemistry is further extended to a tandem reaction involving isatins,creatinine and malononitrile to afford multicomponent products in excellent yields with complete anti‐selectivity.The antioxidant potency of the synthesized compound was assessed by a spectrophotometric method,which revealed that three compounds containing halogen atoms(2c,2d and2e)were the most active compared with the standard.展开更多
Starting from the oxygenated piperidine building block 20,two synthetic approaches to new building blocks (8R,8aS)-and (8R,8aR)-8-hydroxy-5-indolizidinones 19a/19b and 15a/15b have been developed,respectively. The fir...Starting from the oxygenated piperidine building block 20,two synthetic approaches to new building blocks (8R,8aS)-and (8R,8aR)-8-hydroxy-5-indolizidinones 19a/19b and 15a/15b have been developed,respectively. The first one is based on the trans-diastereoselective reductive alkylation (dr = 93:7),followed by a four-step procedure; and the second one called for the RCM reaction on the N,O-acetal derived from a vinylation,which was followed by a pyrrole formation,and a stereocontrolled cis-selective (dr = 91:9) catalytic hydrogenation. Reduction of the diastereomer 15a produced (8R,8aR)-8-indolizidinol (18).展开更多
基金the Central Council for Research in Siddha (CCRS),Indiathe management of Inogent Laboratories Ltd.,Indiathe Science and Engineering Research Board (SERB) for the financial support (SERB/F/5666/2015-16)
文摘The aldolization of various isatins with creatinine under gold catalysis in water has been developed.The reaction is operationally simple as the products can be isolated by simple filtration without requiring tedious solvent extraction and column chromatographic techniques.The generality of this methodology is showcased through the reactions of a wide range of isatin derivatives with creatinine to afford the respective aldol products in excellent yields with complete syn‐selectivity.The scope of this chemistry is further extended to a tandem reaction involving isatins,creatinine and malononitrile to afford multicomponent products in excellent yields with complete anti‐selectivity.The antioxidant potency of the synthesized compound was assessed by a spectrophotometric method,which revealed that three compounds containing halogen atoms(2c,2d and2e)were the most active compared with the standard.
基金the NSF of China (20672089, 20832005)the NFFTBS (J1030415)the National Basic Research Program of China (973 Program, 2010CB833200)
文摘Starting from the oxygenated piperidine building block 20,two synthetic approaches to new building blocks (8R,8aS)-and (8R,8aR)-8-hydroxy-5-indolizidinones 19a/19b and 15a/15b have been developed,respectively. The first one is based on the trans-diastereoselective reductive alkylation (dr = 93:7),followed by a four-step procedure; and the second one called for the RCM reaction on the N,O-acetal derived from a vinylation,which was followed by a pyrrole formation,and a stereocontrolled cis-selective (dr = 91:9) catalytic hydrogenation. Reduction of the diastereomer 15a produced (8R,8aR)-8-indolizidinol (18).
