Iridium(III)-Catalyzed C-H Cyclization of Sulfoximines with Diazo Meldrum's Acids for the Synthesis of Cyclic Sulfoximines

被引:6
作者
Han, Gi Uk [1 ]
Kim, Suhui [1 ]
Han, Sang Hoon [1 ]
Maeng, Chanyoung [1 ]
Ko, Gi Hoon [1 ]
Lee, Kyungsup [1 ]
Noh, Hee Chan [1 ]
Lee, Phil Ho [1 ]
机构
[1] Kangwon Natl Univ, Dept Chem, Chunchon 24341, South Korea
基金
新加坡国家研究基金会;
关键词
RING-SYSTEMS; FUNCTIONALIZATION; NITROGEN; CARBON;
D O I
10.1021/acs.joc.3c00984
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Iridium(III)-catalyzed C-H cyclization of sulfoximineswithdiazo Meldrum's acid provided cyclic sulfoximines with a carbonylgroup in good to excellent yields. These compounds were easily convertedinto unsubstituted and arylated sulfoximines. Moreover, the vinyltriflates obtained from the cyclic sulfoximines underwent palladium(II)-catalyzedcross-coupling reactions with a variety of aryl, arylalkynyl, andheteroatom (N and S) nucleophiles, affording a wide range of monosubstitutedsulfoximines in high yields.
引用
收藏
页码:11702 / 11711
页数:10
相关论文
共 53 条
[51]   Emerging unconventional organic solvents for C-H bond and related functionalization reactions [J].
Yu, Congjun ;
Sanjose-Orduna, Jesus ;
Patureau, Frederic W. W. ;
Perez-Temprano, Monica H. .
CHEMICAL SOCIETY REVIEWS, 2020, 49 (06) :1643-1652
[52]   Synthesis of Sulfur-Stereogenic Sulfoximines via Co(III)/Chiral Carboxylic Acid-Catalyzed Enantioselective C-H Amidation [J].
Zhou, Yi-Bo ;
Zhou, Tao ;
Qian, Pu-Fan ;
Li, Jun-Yi ;
Shi, Bing-Feng .
ACS CATALYSIS, 2022, 12 (15) :9806-9811
[53]   Discovery and Characterization of Sulfoxaflor, a Novel Insecticide Targeting Sap-Feeding Pests [J].
Zhu, Yuanming ;
Loso, Michael R. ;
Watson, Gerald. B. ;
Sparks, Thomas C. ;
Rogers, Richard B. ;
Huang, Jim X. ;
Gerwick, B. Clifford ;
Babcock, Jonathan M. ;
Kelley, Donald ;
Hegde, Vidyadhar B. ;
Nugent, Benjamin M. ;
Renga, James M. ;
Denholm, Ian ;
Gorman, Kevin ;
DeBoer, Gerrit J. ;
Hasler, James ;
Meade, Thomas ;
Thomas, James D. .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2011, 59 (07) :2950-2957