Allenes are a class of unsaturated compounds containing a propadiene structural moiety,exhibiting essential physiological,pharmacological,and various reactivities.Their(4þ3)cycloaddition reaction has become an ef...Allenes are a class of unsaturated compounds containing a propadiene structural moiety,exhibiting essential physiological,pharmacological,and various reactivities.Their(4þ3)cycloaddition reaction has become an effective method for synthesizing seven-membered rings,especially for heterocycles.This method has been continuously improved and developed.Herein,we review the(4þ3)cycloaddition of allenes,focusing on the developed methodologies and the outlook in this field from 2013 to 2023.展开更多
Here, a rhodium(Ⅲ)-catalyzed benzo[c]azepine-1,3(2 H)-dione synthesis via tandem C-H alkylation and intramolecular amination of N-methoxylbenzamide with 3-bromo-3,3-difluoropropene as the alkylation agent is reported...Here, a rhodium(Ⅲ)-catalyzed benzo[c]azepine-1,3(2 H)-dione synthesis via tandem C-H alkylation and intramolecular amination of N-methoxylbenzamide with 3-bromo-3,3-difluoropropene as the alkylation agent is reported. The substituted benzamides and protected indoles are all tolerated, yielding the corresponding products in moderate to good yields. Further study revealed those bioactive compounds such as piperic acid and a key precursor of Roflumilast all perform well, highlighting the synthetic utility of this method.展开更多
An intramolecular organocatalytic enantioselective aza-Michael reaction of carbamates, sulfonamides and acetamides to a,b-unsaturated ketones was developed. This process is promoted by 9-amino-9-deoxy-epi-quinine and ...An intramolecular organocatalytic enantioselective aza-Michael reaction of carbamates, sulfonamides and acetamides to a,b-unsaturated ketones was developed. This process is promoted by 9-amino-9-deoxy-epi-quinine and diphenyl hydrogen phosphate to afford a straightforward and expeditious synthesis of several synthetically useful five-and six-membered heterocycles with excellent enantioselectivity（92%–97.5% ee） and very good yields（up to 99%）.展开更多
基金financial support from the supported by National Natural Science Foundation of China(Nos.22061008 and 22361008)the State Key Laboratory of Natural and Biomimetic Drugs(No.K202223)+1 种基金the Science and Technology Foundation of Guizhou Province(Nos.ZK[2021]-039 and[2023]-097)the State Key Laboratory of Functions and Applications of Medicinal Plants,Guizhou Medical University(No.FAMP202102K).
文摘Allenes are a class of unsaturated compounds containing a propadiene structural moiety,exhibiting essential physiological,pharmacological,and various reactivities.Their(4þ3)cycloaddition reaction has become an effective method for synthesizing seven-membered rings,especially for heterocycles.This method has been continuously improved and developed.Herein,we review the(4þ3)cycloaddition of allenes,focusing on the developed methodologies and the outlook in this field from 2013 to 2023.
基金supported by the Natural Science Foundation of China (No.21772139)the Jiangsu Province Natural Science Found for Distinguished Young Scholars (No.BK20180041)+1 种基金the PAPD Projectsupported by the Open Research Fund of the School of Chemistry and Chemical Engineering,Henan Normal University。
文摘Here, a rhodium(Ⅲ)-catalyzed benzo[c]azepine-1,3(2 H)-dione synthesis via tandem C-H alkylation and intramolecular amination of N-methoxylbenzamide with 3-bromo-3,3-difluoropropene as the alkylation agent is reported. The substituted benzamides and protected indoles are all tolerated, yielding the corresponding products in moderate to good yields. Further study revealed those bioactive compounds such as piperic acid and a key precursor of Roflumilast all perform well, highlighting the synthetic utility of this method.
基金financial support from the National Natural Science Foundation of China (No. 21262022)
文摘An intramolecular organocatalytic enantioselective aza-Michael reaction of carbamates, sulfonamides and acetamides to a,b-unsaturated ketones was developed. This process is promoted by 9-amino-9-deoxy-epi-quinine and diphenyl hydrogen phosphate to afford a straightforward and expeditious synthesis of several synthetically useful five-and six-membered heterocycles with excellent enantioselectivity（92%–97.5% ee） and very good yields（up to 99%）.
