New four-component Ugi-type reaction. Synthesis of heterocyclic structures containing a pyrrolo[1,2-a][1,4]diazepine fragment

被引:42
|
作者
Ilyn, AP
Trifilenkov, AS
Kuzovkova, JA
Kutepov, SA
Nikitin, AV
Ivachtchenko, AV
机构
[1] ChemDiv Inc, San Diego, CA 92121 USA
[2] Chem Divers Res Inst, Dept Organ Chem, Moscow 114401, Russia
来源
JOURNAL OF ORGANIC CHEMISTRY | 2005年 / 70卷 / 04期
关键词
D O I
10.1021/jo048204b
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We present a convenient synthesis of novel heterocyclic structures containing pyrrolo[1,2-a] [1,4]diazepine fragment using a novel modification of four-component Ugi condensation. We demonstrate the usefulness and versatility of the developed approach for the synthesis of variously substituted compounds and discuss the scope and limitations of the chemistry involved.
引用
收藏
页码:1478 / 1481
页数:4
相关论文
共 50 条
  • [21] Synthesis of 7,8-dihydrothieno[3′,2′:4,5]pyrrolo[1,2-a]pyrazin-5(6H)-ones using a modification of four-component Ugi reaction
    Ilyin, AP
    Kobak, VV
    Dmitrieva, IG
    Peregudova, YN
    Kustova, VA
    Mishunina, YS
    Tkachenko, SE
    Ivachtchenko, AV
    SYNTHETIC COMMUNICATIONS, 2006, 36 (07) : 903 - 910
  • [22] Synthesis of 1-(Cyclohexylamino)-2-(aryl)pyrrolo[1,2-a]quinoline-3-carbonitrile Derivatives Using a Mild, Four-Component Reaction
    Maghsoodlou, Malek Taher
    Hazeri, Nourallah
    Khandan-Barani, Khatereh
    Habibi-Khorasani, Sayyed Mostafa
    Abedi, Alireza
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2014, 51 : E152 - E155
  • [23] A facile synthesis of 1,4-benzodiazepine derivatives via Ugi four-component condensation
    Marcaccini, S
    Miliciani, M
    Pepino, R
    TETRAHEDRON LETTERS, 2005, 46 (04) : 711 - 713
  • [24] DIAZEPINES-II - NEW SYNTHESIS OF 4H-PYRROLO[1,2-A]-[1,4]BENZODIAZEPINE
    KAYAMA, Y
    HARA, T
    ITOH, K
    SUNAMI, T
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 1977, 14 (01) : 171 - 172
  • [25] Synthesis, crystal structures and properties of 1,1'-ferrocenyldi(bisamide) derivatives generated by the double Ugi four-component reaction
    Zhao, Mei
    Shao, Guang-Kui
    Huang, Dan-Dan
    Lv, Xue-Xin
    Guo, Dian-Shun
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2017, 851 : 79 - 88
  • [26] Synthesis of annelated azaheterocycles containing a 5-carbamoylpyrazin-3-one fragment by a modification of the four-component ugi reaction
    Ilyin, AP
    Kobak, VV
    Dmitrieva, IG
    Peregudov, YN
    Kustova, VA
    Mishunina, YS
    Tkachenko, SE
    Ivachtchenko, AV
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2005, 2005 (21) : 4670 - 4679
  • [27] SYNTHESIS OF 4-H-AMINO-6 PYRROLO [1,2-A] THIENO [3,2-F] DIAZEPINE-1,4
    RAULT, S
    CUGNONDESEVRICOURT, M
    ELKHASHEF, H
    ROBBA, M
    COMPTES RENDUS HEBDOMADAIRES DES SEANCES DE L ACADEMIE DES SCIENCES SERIE C, 1980, 290 (09): : 169 - 171
  • [28] Three-Component 1,4-Addition through Ugi-Type Reaction, an Oxidative Dearomatization Strategy
    Chen, Zhihao
    Liu, Yuqing
    Gao, Xing
    Sun, Yuanyuan
    Lei, Lingyu
    Zhao, Xia
    Lu, Kui
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2024, 13 (01)
  • [29] IMPROVED SYNTHESIS OF 6H-PYRROLO[1,2-A][1,4]-BENZODIAZEPINE
    CHEESEMA.GW
    GREENBER.SG
    CHEMISTRY & INDUSTRY, 1974, (22) : 916 - 917
  • [30] RESEARCH ON NITROGEN HETEROCYCLIC-COMPOUNDS .15. SYNTHESIS OF 1H,4H-PYRAZOLO[4,3-F]PYRROLO[1,2-A][1,4]DIAZEPINE DERIVATIVES
    MASSA, S
    STEFANCICH, G
    ARTICO, M
    CORELLI, F
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 1984, 21 (06) : 1877 - 1880