The azido group is found in large numbers of natural products,drugs,biochemicals and materials and to date,many elegant and useful methods for the synthesis of organic azides and their transformations have been docume...The azido group is found in large numbers of natural products,drugs,biochemicals and materials and to date,many elegant and useful methods for the synthesis of organic azides and their transformations have been documented.In this review,we provide a summary of the state of the art of radical azidation for the construction of C(sp^(3) )-N_(3) bonds.There is a specific emphasis on the synthetic reactions involving C(sp^(3))-H azidation,decar-boxylative azidation and difunctionalized azidation of olefins.This review will be useful to those working in this field and hopefully could inspire further development of radical azidation reactions.展开更多
A palladium-catalyzed oxidative vicinal diazidation of alkenes has been developed, in which TMSN3 was used as azide source. Both styrenes and unactivated alkenes are suitable for this reaction. And trans-alkyldiazides...A palladium-catalyzed oxidative vicinal diazidation of alkenes has been developed, in which TMSN3 was used as azide source. Both styrenes and unactivated alkenes are suitable for this reaction. And trans-alkyldiazides were obtained as major products from cyclic alkenes with moderate to good diastereoselectivities. This reaction afforded an efficient way for the synthesis of useful 1,2-diamines after hydrogenation.展开更多
1 Introduction Heteroatom-stabilized carbenium ions have been widely recognized as potential electrophilic reagents.However,in contrast with the extensive works on thionium ion series,the highly labile character of se...1 Introduction Heteroatom-stabilized carbenium ions have been widely recognized as potential electrophilic reagents.However,in contrast with the extensive works on thionium ion series,the highly labile character of selenoxide functionalities has caused serious limitation in the synthetic use in spite of their wide potentiality as synthetic equivalents of electrophilic selonium ions.In this paper,novel generation of selonium ions and the synthetic uses of the species for Pummerer-typeα-functionalization and for cycloaddition by using the novel dienophilic behavior ofπ-conjugated selonium cations.展开更多
基金We thank the National Key R&D Program of China(No.2017YFA0700103)the National Natural Science Foundation of China(Nos.21672213,21871258,21922112)+2 种基金the Strategic Priority Research Program of the Chinese Academy of Sciences(No.XDB20000000)the Haixi Institute of CAS(No.CXZX-2017-P01)the Innovative Research Teams Program II of Fujian Normal University in China(No.IRTL1703)for financial support.We thank Professor Kuiling Ding,Xue-Long Hou and Chaozhong Li from Shanghai Institute of Organic Chemistry,Armido Studer from University of Münster,Ning Jiao from Peking University,and Weiping Su from our institute for inspiring discussions on this review.
文摘The azido group is found in large numbers of natural products,drugs,biochemicals and materials and to date,many elegant and useful methods for the synthesis of organic azides and their transformations have been documented.In this review,we provide a summary of the state of the art of radical azidation for the construction of C(sp^(3) )-N_(3) bonds.There is a specific emphasis on the synthetic reactions involving C(sp^(3))-H azidation,decar-boxylative azidation and difunctionalized azidation of olefins.This review will be useful to those working in this field and hopefully could inspire further development of radical azidation reactions.
基金We are grateful for financial support from the Na- tional Basic Research Program of China （No. 973-2015CB856600）, and the National Natural Science Foundation of China （Nos. 21225210, 21421091 and 21532009）.
文摘A palladium-catalyzed oxidative vicinal diazidation of alkenes has been developed, in which TMSN3 was used as azide source. Both styrenes and unactivated alkenes are suitable for this reaction. And trans-alkyldiazides were obtained as major products from cyclic alkenes with moderate to good diastereoselectivities. This reaction afforded an efficient way for the synthesis of useful 1,2-diamines after hydrogenation.
文摘1 Introduction Heteroatom-stabilized carbenium ions have been widely recognized as potential electrophilic reagents.However,in contrast with the extensive works on thionium ion series,the highly labile character of selenoxide functionalities has caused serious limitation in the synthetic use in spite of their wide potentiality as synthetic equivalents of electrophilic selonium ions.In this paper,novel generation of selonium ions and the synthetic uses of the species for Pummerer-typeα-functionalization and for cycloaddition by using the novel dienophilic behavior ofπ-conjugated selonium cations.
