详细信息

Silver/Rhodium Relay Catalysis Enables C-H Functionalization of In Situ Generated Isoquinolines with Sulfoxonium Ylides: Construction of Hexahydrodibenzo[a,g]quinolizine Scaffolds  ( SCI-EXPANDED收录)  

文献类型:期刊文献

英文题名:Silver/Rhodium Relay Catalysis Enables C-H Functionalization of In Situ Generated Isoquinolines with Sulfoxonium Ylides: Construction of Hexahydrodibenzo[a,g]quinolizine Scaffolds

作者:Li, Quanzhe[1,2,3];Liu, Ruixing[4];Wei, Yin[4];Shi, Min[1,2,3,4]

机构:[1]East China Univ Sci & Technol, Sch Chem & Mol Engn, Key Lab Adv Mat, Meilong Rd 130, Shanghai 200237, Peoples R China;[2]East China Univ Sci & Technol, Inst Fine Chem, Key Lab Adv Mat, Sch Chem & Mol Engn, Meilong Rd 130, Shanghai 200237, Peoples R China;[3]East China Univ Sci & Technol, Feringa Nobel Prize Scientist Joint Res Ctr, Sch Chem & Mol Engn, Meilong Rd 130, Shanghai 200237, Peoples R China;[4]Chinese Acad Sci, Ctr Excellence Mol Synth, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, 354 Fenglin Lu, Shanghai 200032, Peoples R China

年份:2021

卷号:363

期号:10

起止页码:2664

外文期刊名:ADVANCED SYNTHESIS & CATALYSIS

收录:;WOS:【SCI-EXPANDED(收录号:WOS:000634764800001),CCR-EXPANDED(收录号:WOS:000634764800001)】;

基金:We are grateful for the financial support from the Strategic Priority Research Program of the Chinese Academy of Sciences (Grant No. XDB20000000), the National Natural Science Foundation of China (21372250, 21121062, 21302203, 20732008, 21772037, 21772226, 21861132014 and 91956115).

语种:英文

外文关键词:bimetallic relay catalysis; hexahydrodibenzo [a; g]quinolizine; sulfoxonium ylide; Silver; Rhodium; C− H functionalization

摘要:Employing silver/rhodium relay catalysis strategy, an intramolecular electrophilic cyclization and C-H activation followed by cascade hydrogenation and reductive amination has been developed. The acylmethylated isoquinoline derivatives could be afforded with broad substrate scope in 23-88% yields, which could be further transformed to the core skeleton of hexahydrodibenzo[a,g]quinolizine as drug-candidates. Moreover, this reaction was achieved in a gram-scale. A reasonable reaction mechanism has been proposed based on a series of control and KIE experiments.

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