Microwave-assisted organic synthesis of pyrroles (Review)

被引:0
|
作者
Mateev, Emilio [1 ]
Irfan, Ali [2 ]
Mateeva, Alexandrina [1 ]
Georgieva, Maya [1 ]
Zlatkov, Alexander [1 ]
机构
[1] Med Univ, Fac Pharm, Dept Pharmaceut Chem, Sofia, Bulgaria
[2] Govt Coll Univ Faisalabad, Dept Chem, Faisalabad, Pakistan
关键词
Green synthesis; Microwave synthesis; Paal-Knorr; Pyrrole; PAAL-KNORR REACTION; SOLUTION-PHASE SYNTHESIS; SUBSTITUTED PYRROLES; IRRADIATION; DERIVATIVES; MECHANISM; LIBRARY; AMINES;
D O I
10.3897/pharmacia.71.e119866
中图分类号
R9 [药学];
学科分类号
1007 ;
摘要
The detection of pyrrole rings in numerous organic compounds with various pharmacological activities, emphasizes its huge importance in medicinal chemistry. Thus, the synthesis of pyrroles continues to arouse interest and Paal-Knorr condensation is considered to be the main synthetic route. A significant advance has been made since the MW activation was introduced in the organic synthesis which can be confirmed with the rapid growth of the published papers on that topic. Microwave irradiation is gaining popularity since faster reaction time, higher yields, easier work-up and reduced energy input can be achieved. Furthermore, it appears in numerous green chemistry protocols. The aim of the current article was to provide insights into the microwave syntheses of pyrrole derivatives, focusing on the most used synthetic approaches - Paal-Knorr, Clauson-Kaas, Barton-Zard, Hantzsch and others. The article was divided into several sections starting with the principles of the microwave organic synthesis. Thereafter the structure and the main pharmacological effects of the pyrrole derivatives were examined. Subsequently, articles describing the synthesis of pyrroles via Paal-Knorr, Hantzsch, Clauson-Kaas and Barton- Zard were discussed. All the reviewed papers conclude a significant reduction of the reaction times after MW irradiation compared to conventional heating.
引用
收藏
页码:1 / 10
页数:10
相关论文
共 50 条
  • [21] Enhancement of combinatorial chemistry by microwave-assisted organic synthesis
    Lidström, P
    Westman, J
    Lewis, A
    COMBINATORIAL CHEMISTRY & HIGH THROUGHPUT SCREENING, 2002, 5 (06) : 441 - 458
  • [22] The scale-up of microwave-assisted organic synthesis
    Kremsner, Jennifer M.
    Stadler, Alexander
    Kappe, C. Oliver
    MICROWAVE METHODS IN ORGANIC SYNTHESIS, 2006, 266 : 233 - 278
  • [23] The impact of microwave-assisted organic synthesis in drug discovery
    Mavandadi, F
    Pilotti, Å
    DRUG DISCOVERY TODAY, 2006, 11 (3-4) : 165 - 174
  • [24] Microwave assisted organic synthesis -: a review
    Lidström, P
    Tierney, J
    Wathey, B
    Westman, J
    TETRAHEDRON, 2001, 57 (45) : 9225 - 9283
  • [25] Microwave assisted disubstituted pyrroles synthesis
    Ghassemi, S
    Rahn, P
    Webb, M
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2003, 225 : U386 - U387
  • [26] Microwave-assisted reactions in organic synthesis - Are there any nonthermal microwave effects?
    Kuhnert, N
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2002, 41 (11) : 1863 - +
  • [27] MICROWAVE-ASSISTED SYNTHESIS
    Gediz Erturk, Aliye
    Bekdemir, Yunus
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2014, 189 (02) : 285 - 292
  • [28] Microwave-assisted Piloty-Robinson synthesis of 3,4-disubstituted pyrroles
    Scheidt, Karl A.
    Milgram, Benjamin
    Eskildsen, Katrine
    Scheidt, W. Robert
    Richter, Steve
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2007, 233
  • [29] Microwave-assisted Piloty-Robinson synthesis of 3,4-disubstituted pyrroles
    Milgram, Benjamin C.
    Eskildsen, Katrine
    Richter, Steven M.
    Scheidt, W. Robert
    Scheidt, Karl A.
    JOURNAL OF ORGANIC CHEMISTRY, 2007, 72 (10): : 3941 - 3944
  • [30] REVIEW OF MICROWAVE-ASSISTED SYNTHESIS OF AZIRINE AND AZETIDINE DERIVATIVES
    Lauro, Figueroa-Valverde
    Marcela, Rosas-Nexticapa
    Magdalena, Alvarez-Ramirez
    Vuirginia, Mateu-Armand
    Emilio, Aguilar-Sanchez
    Enrique, Bonilla-Zavaleta
    HETEROCYCLIC LETTERS, 2024, 14 (03): : 683 - 694