A Photoinduced Cobalt-Catalyzed Synthesis of Pyrroles through in Situ-Generated Acylazirines

被引:40
|
作者
Pusch, Stefan [1 ]
Kowalczyk, Danuta [1 ]
Opatz, Till [1 ]
机构
[1] Johannes Gutenberg Univ Mainz, Inst Organ Chem, Duesbergweg 10-14, D-55128 Mainz, Germany
来源
JOURNAL OF ORGANIC CHEMISTRY | 2016年 / 81卷 / 10期
关键词
ONE-POT SYNTHESIS; 3,5-DISUBSTITUTED ISOXAZOLES; 1,3-DICARBONYL COMPOUNDS; VINYL AZIDES; 3,5-DIARYLISOXAZOLES; HYDROXYLAMINE; CYCLIZATION; ALDEHYDES; ESTERS;
D O I
10.1021/acs.joc.6b00511
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Tetrasubstituted pyrroles can be synthesized in a one-pot procedure from isoxazoles. The process includes the photoinduced in situ formation of acylazirines combined with a subsequent cobalt(II)-catalyzed ring expansion with 1,3-diketones.
引用
收藏
页码:4170 / 4178
页数:9
相关论文
共 50 条
  • [41] Cobalt-Catalyzed Synthesis of Functionalized Nordazepams and Benzimidazoquinazolines and Their Photophysical Properties
    Suresh, Sundararajan
    Keerthana, Pari
    Khan, Fazlurrahman Nawaz
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2025, 14 (01)
  • [42] Applications of Cobalt-Catalyzed Reactions in the Total Synthesis of Natural Products
    Momeni, Tayebeh
    Zadsirjan, Vahideh
    Meshkatalsadat, Mohammad
    Pourmohammadi-Mahunaki, Mohammadali
    CHEMISTRYSELECT, 2022, 7 (48):
  • [43] Enantioselective Synthesis of α-Aryl Ketones by a Cobalt-Catalyzed Semipinacol Rearrangement
    Kalomenopoulos, Panagiotis G.
    Emayavaramban, Balakumar
    Johnston, Craig P.
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2025, 64 (02)
  • [44] Cobalt-Catalyzed Carbonylative Cyclization of Pyridinyl Diazoacetates for the Synthesis of Pyridoisoquinolinones
    Baek, Yonghyeon
    Kim, Sunghwa
    Jeon, Bongkeun
    Lee, Phil Ho
    ORGANIC LETTERS, 2016, 18 (01) : 104 - 107
  • [45] Synthesis of Chamaecypanone C Analogues from in Situ-Generated Cyclopentadienones and Their Biological Evaluation
    Dong, Suwei
    Qin, Tian
    Hamel, Ernest
    Beutler, John A.
    Porco, John A., Jr.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2012, 134 (48) : 19782 - 19787
  • [46] Cobalt-Catalyzed Diastereoselective Synthesis of C-Furanosides. Total Synthesis of (-)-Isoaltholactone
    Nicolas, Lionel
    Izquierdo, Eva
    Angibaud, Patrick
    Stansfield, Ian
    Meerpoel, Lieven
    Reymond, Sebastien
    Cossy, Janine
    JOURNAL OF ORGANIC CHEMISTRY, 2013, 78 (23): : 11807 - 11814
  • [47] RAMAN-SCATTERING FROM NANOSCALE CARBONS GENERATED IN A COBALT-CATALYZED CARBON PLASMA
    HOLDEN, JM
    PING, Z
    BI, XX
    EKLUND, PC
    BANDOW, SJ
    JISHI, RA
    DASCHOWDHURY, K
    DRESSELHAUS, G
    DRESSELHAUS, MS
    CHEMICAL PHYSICS LETTERS, 1994, 220 (3-5) : 186 - 191
  • [48] A Cascade Synthesis of Aminohydantoins Using In Situ-Generated N-Substituted Isocyanates
    Vincent-Rocan, Jean-Francois
    Clavette, Christian
    Leckett, Kyle
    Beauchemin, Andre M.
    CHEMISTRY-A EUROPEAN JOURNAL, 2015, 21 (10) : 3886 - 3890
  • [49] Hydrogen Formation from Water with Various Reducing Metals Catalyzed by In Situ-Generated Nickel Nanoparticles
    Shirman, Ron
    Sasson, Yoel
    HYDROGEN, 2024, 5 (02): : 230 - 240
  • [50] Dehydrogenation of Alcohols to Carboxylic Acid Catalyzed by in Situ-Generated Facial Ruthenium-CPP Complex
    Liu, Hui-Min
    Jian, Lei
    Li, Chao
    Zhang, Chun-Chun
    Fu, Hai-Yan
    Zheng, Xue-Li
    Chen, Hua
    Li, Rui-Xiang
    JOURNAL OF ORGANIC CHEMISTRY, 2019, 84 (14): : 9151 - 9160