Microwave-Assisted Syntheses of Bioactive Seven-Membered, Macro-Sized Heterocycles and Their Fused Derivatives

被引:27
|
作者
Driowya, Mohsine [1 ]
Saber, Aziza [1 ]
Marzag, Hamid [1 ]
Demange, Luc [2 ,3 ,4 ]
Bougrin, Khalid [1 ]
Benhida, Rachid [2 ]
机构
[1] Univ Mohammed 5, Fac Sci, Lab Chim Plantes & Synth Organ & Bioorgan, URAC23, BP 1014, Rabat, Morocco
[2] Univ Cote Azur, Univ Nice Sophia Antipolis, CNRS, ICN,UMR,UNS 7272, Parc Valrose, F-06108 Nice 2, France
[3] Univ Paris 05, Sorbonne Paris Cite, UFR Sci Pharmaceut, Dept Chim, 4 Ave Observ, FR-75006 Paris, France
[4] UFR Biomed St Peres, 45 Rue St Peres, FR-75006 Paris, France
来源
MOLECULES | 2016年 / 21卷 / 08期
关键词
microwave irradiation; bioactive molecules; dipolar cycloaddition; cyclocondensations; multicomponent reactions; SOLID-PHASE SYNTHESIS; DIVERSITY-ORIENTED SYNTHESIS; DIFFICULT PEPTIDE SEQUENCES; SOLVENT-FREE SYNTHESIS; ONE-POT SYNTHESIS; METAL-FREE; PTAEROXYLIN DESOXYKARENIN; ANTIMICROBIAL ACTIVITY; CATALYZED SYNTHESIS; ENHANCED SYNTHESIS;
D O I
10.3390/molecules21081032
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
This review describes the recent advances in the microwave-assisted synthesis of 7-membered and larger heterocyclic compounds. Several types of reaction for the cyclization step are discussed: Ring Closing Metathesis (RCM), Heck and Sonogashira reactions, Suzuki-Miyaura cross-coupling, dipolar cycloadditions, multi-component reactions (Ugi, Passerini), etc. Green syntheses and solvent-free procedures have been introduced whenever possible. The syntheses discussed herein have been selected to illustrate the huge potential of microwave in the synthesis of highly functionalized molecules with potential therapeutic applications, in high yields, enhanced reaction rates and increased chemoselectivity, compared to conventional methods. More than 100 references from the recent literature are listed in this review.
引用
收藏
页数:47
相关论文
共 50 条
  • [21] Microwave-assisted synthesis of fused heterocycles incorporating trifluoromethyl moiety
    Shaaban, Mohamed R.
    JOURNAL OF FLUORINE CHEMISTRY, 2008, 129 (12) : 1156 - 1161
  • [22] Novel seven-membered ring-fused naphthalimide derivatives with potentials for cancer theranostics
    Yang, Yonghui
    Shi, Xiayu
    Chen, Zhuo
    Xu, Yufang
    Qian, Xuhong
    Zhu, Weiping
    CHINESE CHEMICAL LETTERS, 2023, 34 (04)
  • [23] REVIEW OF MICROWAVE-ASSISTED SYNTHESIS OF BENZO-FUSED SIX-MEMBERED N,N-HETEROCYCLES
    Kaur, Navjeet
    SYNTHETIC COMMUNICATIONS, 2015, 45 (03) : 300 - 330
  • [24] Microwave-assisted synthesis of five-membered S-heterocycles
    Navjeet Kaur
    Journal of the Iranian Chemical Society, 2014, 11 : 523 - 564
  • [25] An Expedient Entry to Fused [1,2,5]-Triazepine Derivatives: Extension to Fused [1,2,5]-Oxadiazine Derivatives, a New Class of Seven-Membered Heterocycles
    Reddy, Gade Srinivas
    Kumar, Prataprao Anil
    Anand, Ramasamy Vijaya
    Mukkanti, Kaga
    Reddy, Padi Pratap
    SYNLETT, 2009, (09) : 1463 - 1465
  • [26] MICROWAVE-ASSISTED SYNTHESIS OF SIX-MEMBERED O-HETEROCYCLES
    Kaur, Navjeet
    Kishore, Dharma
    SYNTHETIC COMMUNICATIONS, 2014, 44 (21) : 3047 - 3081
  • [27] RECENT IMPACT OF MICROWAVE-ASSISTED SYNTHESIS ON BENZO DERIVATIVES OF FIVE-MEMBERED N-HETEROCYCLES
    Kaur, Navjeet
    SYNTHETIC COMMUNICATIONS, 2015, 45 (05) : 549 - 578
  • [28] Microwave-Assisted Synthesis of Five-Membered O-Heterocycles
    Kaur, Navjeet
    SYNTHETIC COMMUNICATIONS, 2014, 44 (24) : 3483 - 3508
  • [29] Microwave-assisted synthesis of five-membered S-heterocycles
    Kaur, Navjeet
    JOURNAL OF THE IRANIAN CHEMICAL SOCIETY, 2014, 11 (02) : 523 - 564
  • [30] INSIGHT INTO MICROWAVE-ASSISTED SYNTHESIS OF BENZO DERIVATIVES OF FIVE-MEMBERED N,N-HETEROCYCLES
    Kaur, Navjeet
    SYNTHETIC COMMUNICATIONS, 2015, 45 (11) : 1269 - 1300