Rh(II) catalyzed efficient sigmatropic rearrangement reaction of pyridotriazoles and sulfides

被引:1
|
作者
Chen, Yuting [1 ,2 ]
Lv, Guanghui [1 ,2 ,3 ]
Li, Zhiyang [1 ,2 ]
Ye, Meiling [1 ,2 ]
Huang, Tianle [1 ,2 ]
Hai, Li [1 ,2 ]
Wu, Yong [1 ,2 ]
机构
[1] Sichuan Univ, West China Sch Pharm, Sichuan Engn Lab Plant Sourced Drug, Key Lab Drug Targeting & Drug Delivery Syst Educ M, Chengdu 610041, Peoples R China
[2] Sichuan Univ, West China Sch Pharm, Sichuan Res Ctr Drug Precis Ind Technol, Chengdu 610041, Peoples R China
[3] Hubei Univ Med, Taihe Hosp, Dept Pharm, Shiyan 442000, Peoples R China
来源
GREEN SYNTHESIS AND CATALYSIS | 2024年 / 5卷 / 02期
关键词
Pyridotriazole; Sulfide; 2,3]-Sigmatropic rearrangement; 1,2]Sigmatropic rearrangement; Rhodium catalysis; INSERTION;
D O I
10.1016/j.gresc.2023.04.004
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The [2,3]- and [1,2]-sigmatropic rearrangement reactions between pyridotriazoles and sulfides catalyzed by rhodium(II) were investigated. The utilization of pyridotriazoles as the carbene precursors in this kind of reaction efficiently constructed the C(sp(3))-S and C(sp(3))-Se bond with broad substrate scope and great functional group tolerance.
引用
收藏
页码:77 / 79
页数:3
相关论文
共 50 条
  • [21] Iron(II)-catalyzed sulfimidation and [2,3]-sigmatropic rearrangement of propargyl Sulfides with tert-butoxycarbonyl azide.: Access to N-allenylsulfenimides
    Bacci, JP
    Greenman, KL
    Van Vranken, DL
    JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (12): : 4955 - 4958
  • [22] [2,3]-sigmatropic rearrangement of ylides resulting from the reaction of a diazomethylphosphonate with allylic sulfides.: Synthesis of new α-phosphorylated unsaturated sulfides
    Gulea, M
    Marchand, P
    Masson, S
    Saquet, M
    Collignon, N
    SYNTHESIS-STUTTGART, 1998, (11): : 1635 - 1639
  • [23] Copper(II)-catalyzed [2,3]-sigmatropic rearrangement of N-methyltetrahydropyridinium ylids
    Heath, P
    Roberts, E
    Sweeney, JB
    Wessel, HP
    Workman, JA
    JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (10): : 4083 - 4086
  • [24] A SUBSTITUENT EFFECT ON THE PALLADIUM(II) CATALYZED [3,3]-SIGMATROPIC REARRANGEMENT OF ALLYLIC ESTERS
    CHI, KW
    KOO, EC
    BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 1994, 15 (02) : 98 - 100
  • [25] THE ROLE OF THE 1,3-SIGMATROPIC REARRANGEMENT IN THE 3,3-SIGMATROPIC REARRANGEMENTS OF METHYLALLYL NAPHTHYL SULFIDES
    AUKHARIEVA, RG
    DANILOVA, TA
    ANISIMOV, AV
    VIKTOROVA, EA
    VESTNIK MOSKOVSKOGO UNIVERSITETA SERIYA 2 KHIMIYA, 1982, 23 (01): : 50 - 52
  • [26] A ruthenium catalyzed Dolye-Kirmse rearrangement reaction of sulfoxonium ylides with sulfides or selenides
    Hao, Ying-Di
    Liang, Jiao
    Lin, Zhi-Qian
    Huang, Tian-Le
    Xu, Ya-Di
    Guo, Li
    Yang, Zhong-Zhen
    Wu, Yong
    ORGANIC CHEMISTRY FRONTIERS, 2023, 10 (16) : 4038 - 4042
  • [27] ALKYLTHIOLATION OF ALLYLIC SULFIDES - [2,3] SIGMATROPIC REARRANGEMENT OF THIOSULFONIUM IONS
    KIM, JK
    CASERIO, MC
    JOURNAL OF ORGANIC CHEMISTRY, 1979, 44 (12): : 1897 - 1904
  • [28] STUDY ON 3,3-SIGMATROPIC REARRANGEMENT OF ALLYL-FURYL SULFIDES
    ANISIMOV, AV
    IONOVA, VF
    VIKTOROVA, EA
    ZHURNAL ORGANICHESKOI KHIMII, 1979, 15 (09): : 1970 - 1972
  • [29] Triflimide-catalyzed sigmatropic rearrangement of N-allylhydrazones
    Zanda, Matteo
    Synthesis, 2010, (21)
  • [30] Rh(II)-catalyzed formation and rearrangement of trifluoroacetyl-containing sulfur ylides
    Pang, Wan
    Zhu, Shifa
    Jiang, Huanfeng
    Zhu, Shizheng
    TETRAHEDRON, 2007, 63 (21) : 4543 - 4547