An unprecedented decarboxylative alkylation reaction of fl-keto acids with isochromans has been developed under oxidative conditions. A range of β-keto acids smoothly undergo decarboxylative alkylation with isochroma...An unprecedented decarboxylative alkylation reaction of fl-keto acids with isochromans has been developed under oxidative conditions. A range of β-keto acids smoothly undergo decarboxylative alkylation with isochromans in the presence of 2,2,6,6-tetramethylpiperdine-1-oxoammonium hexafluorophosphate to give structurally diverse 1-acylmethylisochromans in moderate to excellent yields with extremely high regioselectivity.展开更多
Comprehensive Summary Isochromanone is the core structure of many bioactive compounds.Direct oxidation of isochromans is one of leading methods for the construction of isochromanones,while most established processes r...Comprehensive Summary Isochromanone is the core structure of many bioactive compounds.Direct oxidation of isochromans is one of leading methods for the construction of isochromanones,while most established processes remain suffering from the use of environmentally unfriendly metal oxidants,harsh reaction conditions,and the difficulty in catalyst recycling and product separation.Herein,we report a convenient,cost-effective,and green method for the synthesis of high-value added isochromanones via isochroman oxidations with O_(2) by a novel heterogeneous vanadium cluster catalyst(Cat.1)under mild conditions.This reaction protocol demonstrates high catalytic activity with good catalyst recyclability and reusability for a wide scope of substrates.展开更多
A base-catalyzed ring-opening of 1-benzylisochromans 1 firstly produced 2-alkenylstilbenes 2, which then underwent a mild acid-catalyzed intramolecular cyclization to furnish 1,2-disubstituted indenes 3 in high yields...A base-catalyzed ring-opening of 1-benzylisochromans 1 firstly produced 2-alkenylstilbenes 2, which then underwent a mild acid-catalyzed intramolecular cyclization to furnish 1,2-disubstituted indenes 3 in high yields. Subsequently, a base-catalyzed isomerization of the 1,2-disubstituted indenes 3 afforded the more stable 2,3-disubstituted indenes 4 in almost quantitative yields.展开更多
Two new isochroman derivatives(1 and 2)were isolated from the fermentation products of mangrove endophytic fungus Phomopsis sp.33#.Their structures were characterized by IR,~1 H NMR,H RMS,and single-crystal X-ray crys...Two new isochroman derivatives(1 and 2)were isolated from the fermentation products of mangrove endophytic fungus Phomopsis sp.33#.Their structures were characterized by IR,~1 H NMR,H RMS,and single-crystal X-ray crystallography.The anticancer activity of the two compounds was investigated against four human lung cancer cells(NCI-H292,NCI-H460,LTEP-A-2 and MSTO-211)by 3-(4,5)-dimethylthiahiazo(-z-y1)-3,5-di-phenytetrazoliumromide(MTT)assay.Furthermore,molecular docking studies supported the biological assay data,showing that compared with 1,compound 2 has stronger interaction with protein.展开更多
基金Acknowledgement We are grateful for the financial support from the National Natural Science Foundation of China （21232007 and 21172206）, the National Basic Research Program of China （973 Program 2010CB833300）, and the Program for Changjiang Scholars and Innovative Research Team in University （IRT1189）.
文摘An unprecedented decarboxylative alkylation reaction of fl-keto acids with isochromans has been developed under oxidative conditions. A range of β-keto acids smoothly undergo decarboxylative alkylation with isochromans in the presence of 2,2,6,6-tetramethylpiperdine-1-oxoammonium hexafluorophosphate to give structurally diverse 1-acylmethylisochromans in moderate to excellent yields with extremely high regioselectivity.
基金the National Natural Science Foundation of China(22171122)the Liaoning Revitalization Talents Program(XLYC2007130)Talent Scientific Research Fund of Liaoning Petrochemical University(2016XJL-019).
文摘Comprehensive Summary Isochromanone is the core structure of many bioactive compounds.Direct oxidation of isochromans is one of leading methods for the construction of isochromanones,while most established processes remain suffering from the use of environmentally unfriendly metal oxidants,harsh reaction conditions,and the difficulty in catalyst recycling and product separation.Herein,we report a convenient,cost-effective,and green method for the synthesis of high-value added isochromanones via isochroman oxidations with O_(2) by a novel heterogeneous vanadium cluster catalyst(Cat.1)under mild conditions.This reaction protocol demonstrates high catalytic activity with good catalyst recyclability and reusability for a wide scope of substrates.
基金We are grateful to the National Natural Science Foundation of China （No. 20972048） for the financial support of this work
文摘A base-catalyzed ring-opening of 1-benzylisochromans 1 firstly produced 2-alkenylstilbenes 2, which then underwent a mild acid-catalyzed intramolecular cyclization to furnish 1,2-disubstituted indenes 3 in high yields. Subsequently, a base-catalyzed isomerization of the 1,2-disubstituted indenes 3 afforded the more stable 2,3-disubstituted indenes 4 in almost quantitative yields.
基金supported by the Project of Inner Mongolia University for the Nationalities(No.NMDYB15064)Science Research Project of Inner Mongolia Education Department(No.NJZY20114)。
文摘Two new isochroman derivatives(1 and 2)were isolated from the fermentation products of mangrove endophytic fungus Phomopsis sp.33#.Their structures were characterized by IR,~1 H NMR,H RMS,and single-crystal X-ray crystallography.The anticancer activity of the two compounds was investigated against four human lung cancer cells(NCI-H292,NCI-H460,LTEP-A-2 and MSTO-211)by 3-(4,5)-dimethylthiahiazo(-z-y1)-3,5-di-phenytetrazoliumromide(MTT)assay.Furthermore,molecular docking studies supported the biological assay data,showing that compared with 1,compound 2 has stronger interaction with protein.
