A Multicomponent, Catalyst-free, One-Pot Synthesis of Functionalized 1,4-Dihydroquinolines and Their Antimicrobial Studies

被引:10
|
作者
Chidurala, Praveen [1 ]
Jetti, Venkateshwarlu [1 ]
Pagadala, Ramakanth [2 ]
Meshram, Jyotsna S. [1 ]
Jonnalagadda, Sreekantha B. [2 ]
机构
[1] Nagpur Univ, Rashtrasant Tukadoji Maharaj, Dept Chem, Civil Lines, Nagpur 440033, Maharashtra, India
[2] Univ KwaZulu Natal, Sch Chem & Phys, ZA-4000 Durban, South Africa
关键词
multi-component reaction; microwave method; classical method; 1; 4-dihydro quinolines; POLYHYDROQUINOLINE DERIVATIVES; CYCLIZATION REACTIONS; HANTZSCH REACTION; CASCADE REACTIONS; QUINOLINE; QUINAZOLINE; CHEMISTRY;
D O I
10.1002/jhet.2230
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An atom-efficient, catalyst-free, and environmentally friendly approach towards the synthesis of substituted 1,4-dihydroquinolines (5a, 5b, 5c, 5d, 5e, 5f, 5g, 5h, 5i, 5j) through a one-pot multicomponent reaction involving resorcinol, aromatic aldehyde, acetoacetanilide, and ammonium acetate has been developed. The reactions were carried out under both conventional and microwave irradiation conditions. In general, improvement in rate and yield were observed when reactions were carried out under microwave irradiation compared with classical conditions. Most of the new compounds possessed moderate to significant antibacterial and antifungal activities.
引用
收藏
页码:1302 / 1307
页数:6
相关论文
共 50 条
  • [1] One-pot and catalyst-free synthesis of thiosemicarbazones via multicomponent coupling reactions
    Cunha, Silvio
    da Silva, Tiago Lima
    TETRAHEDRON LETTERS, 2009, 50 (18) : 2090 - 2093
  • [2] A One-Pot, Multicomponent Synthesis of Trifluoromethylated Spiropiperidines under Catalyst-Free Conditions
    Shi, Wei
    Wang, Yang
    Zhu, Yingjun
    Zhang, Min
    Song, Liping
    Deng, Hongmei
    SYNTHESIS-STUTTGART, 2016, 48 (20): : 3527 - 3536
  • [3] Catalyst-free one-pot synthesis and antioxidant evaluation of highly functionalized novel 1,4-dihydropyridine derivatives
    Rathinam Ramesh
    Subramani Maheswari
    Senniappan Murugesan
    Raman Sandhiya
    Appaswami Lalitha
    Research on Chemical Intermediates, 2015, 41 : 8233 - 8243
  • [4] Catalyst-free one-pot synthesis and antioxidant evaluation of highly functionalized novel 1,4-dihydropyridine derivatives
    Ramesh, Rathinam
    Maheswari, Subramani
    Murugesan, Senniappan
    Sandhiya, Raman
    Lalitha, Appaswami
    RESEARCH ON CHEMICAL INTERMEDIATES, 2015, 41 (11) : 8233 - 8243
  • [5] Catalyst-free one-pot synthesis of quinoline tethered α-amino ketones by multicomponent reactions
    Yadav, Rahul
    Darakshan
    Parvin, Tasneem
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2022, 59 (11) : 1935 - 1943
  • [6] Convenient one-pot synthesis of multisubstituted tetrahydropyrimidines via catalyst-free multicomponent reactions
    Zhang, Min
    Jiang, Huanfeng
    Liu, Hailing
    Zhu, Qiuhua
    ORGANIC LETTERS, 2007, 9 (21) : 4111 - 4113
  • [7] One-pot and catalyst-free synthesis of pyrroloquinolinediones and quinolinedicarboxylates
    Zhang, Xiaofeng
    Dhawan, Gagan
    Muthengi, Alex
    Liu, Shuai
    Wang, Wei
    Legris, Marc
    Zhang, Wei
    GREEN CHEMISTRY, 2017, 19 (16) : 3851 - 3855
  • [8] Asymmetric One-Pot Synthesis of 1,4-Dihydroquinolines via an Organocatalytic Aza-Michael/Michael Cascade Strategy
    Lee, Yona
    Heo, Seungpyeong
    Kim, Sung-Gon
    ADVANCED SYNTHESIS & CATALYSIS, 2015, 357 (07) : 1545 - 1550
  • [9] Three Component, One-Pot Synthesis of Multifunctional Quinolinopyranpyrazoles via Catalyst-Free Multicomponent Reaction
    Bakthadoss, Manickam
    Vinayagam, Varathan
    Agarwal, Vishal
    Sharada, Duddu S.
    CHEMISTRYSELECT, 2019, 4 (27): : 7996 - 7999
  • [10] Catalyst-free One-Pot Synthesis of Sulfonyl Fluorides from Triazenes via Multicomponent Reaction
    Luu, Truong Giang
    Kim, Hee-Kwon
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2025,