Palladium-Catalyzed Enantioselective C-H Aminocarbonylation: Synthesis of Chiral Isoquinolinones

被引:50
作者
Han, Hui [1 ,2 ]
Zhang, Tao [3 ]
Yang, Shang-Dong [2 ]
Lan, Yu [3 ,5 ]
Xia, Ji-Bao [1 ,4 ]
机构
[1] Univ Chinese Acad Sci, Chinese Acad Sci, Suzhou Res Inst LICP, LICP,State Key Lab Oxo Synth & Select Oxidat, Lanzhou 730000, Gansu, Peoples R China
[2] Lanzhou Univ, Coll Chem & Chem Engn, Lanzhou 730000, Gansu, Peoples R China
[3] Chongqing Univ, Sch Chem & Chem Engn, Chongqing 400030, Peoples R China
[4] Key Lab Organ Synth Jiangsu Prov, Suzhou 215123, Peoples R China
[5] Zhengzhou Univ, Coll Chem & Mol Engn, Zhengzhou 450001, Henan, Peoples R China
关键词
OXIDATIVE CARBONYLATION; ALIPHATIC-AMINES; C(SP(3))-H BONDS; ACTIVATION; LIGANDS; FUNCTIONALIZATION; FERROCENES; IODINATION; DERIVATIVES; ALKYLATION;
D O I
10.1021/acs.orglett.9b00315
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A Pd-catalyzed enantioselective C-H carbonylation by desymmetrization was developed with commercially available L-pyroglutamic acid as chiral ligand. Isoquinolinones were successfully obtained with good yields and high enantioselectivities. Mechanistic studies and DFT calculations provided a reasonable reaction pathway.
引用
收藏
页码:1749 / 1754
页数:6
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