Eco-compatible sonochemical synthesis of 8-aryl-7,8-dihydro-[1,3]-dioxolo[4,5-g]quinolin-6(5H)-ones using green TiO2

被引:17
作者
Bhardwaj, Diksha [1 ]
Singh, Aakash [1 ]
Singh, Ruby [1 ]
机构
[1] Jaipur Natl Univ, Sch Basic Sci, Dept Chem, Jaipur, Rajasthan, India
关键词
Organic chemistry; HIGH-INTENSITY ULTRASOUND; ORIGANUM-MAJORANA L; ONE-POT; ORGANIC-SYNTHESIS; QUINOLINE DERIVATIVES; MULTIDRUG-RESISTANCE; CATALYZED SYNTHESIS; AQUEOUS-MEDIA; NANOPARTICLES; ANTIOXIDANT;
D O I
10.1016/j.heliyon.2019.e01256
中图分类号
O [数理科学和化学]; P [天文学、地球科学]; Q [生物科学]; N [自然科学总论];
学科分类号
07 ; 0710 ; 09 ;
摘要
A green and an aqueous-mediated sonochemical synthesis of 8-aryl-7,8-dihydro-[1,3]-dioxolo[4,5-g]quinolin-6(5H)-ones from the multi-component reaction of Meldrum's acid, 3,4-methylenedioxy aniline and various aromatic aldehydes is described in the presence of catalytic amount of TiO2 NPs for the first time using high power sonicator. Initially, TiO2 NPs has also been synthesized by the biochemical method using leaf extract of Origanum majorana plant as a reducing and capping agent under sonication. Under the sonication, the catalytic activity of synthesized TiO2 NPs found to be excellent for synthesis of a series of 8-aryl-7,8-dihydro-[1,3]-dioxolo[4,5-g]quinolin-6(5H)-ones with operational simplicity, high yield under green reaction conditions without any environmental issue. The structure of TiO2 NPs was characterized by FT-IR, SEM, TEM, XRD and EDX studies.
引用
收藏
页数:24
相关论文
共 64 条
[1]   Simple route to indeno[1,2-b]quinoline derivatives via a coupling reaction catalyzed by TiO2 nanoparticles [J].
Abdolmohammadi, Shahrzad .
CHINESE CHEMICAL LETTERS, 2013, 24 (04) :318-320
[2]   A review on catalytic applications of Au/TiO2 nanoparticles in the removal of water pollutant [J].
Ayati, Ali ;
Ahmadpour, Ali ;
Bamoharram, Fatemeh F. ;
Tanhaei, Bahareh ;
Manttari, Mika ;
Sillanpaa, Mika .
CHEMOSPHERE, 2014, 107 :163-174
[3]   ZrOCl2•8H2O: An Efficient, Ecofriendly, and Recyclable Catalyst for Ultrasound-Accelerated, One-Pot, Solvent-Free Synthesis of 8-Aryl-7,8-dihydro-[1,3]dioxolo[4,5-g]quinolin-6-(5H)-one and 4-Aryl-3,4-dihydroquinolin-2(1H)-one Derivatives [J].
Azarifar, Davood ;
Sheikh, Davood .
SYNTHETIC COMMUNICATIONS, 2013, 43 (18) :2517-2526
[4]  
Azarifar D, 2012, ACTA CHIM SLOV, V59, P664
[5]   Recent developments on ultrasound assisted catalyst-free organic synthesis [J].
Banerjee, Bubun .
ULTRASONICS SONOCHEMISTRY, 2017, 35 :1-14
[6]   Water: Nature's Reaction Enforcer-Comparative Effects for Organic Synthesis "In-Water" and "On-Water" [J].
Butler, Richard N. ;
Coyne, Anthony G. .
CHEMICAL REVIEWS, 2010, 110 (10) :6302-6337
[7]  
Castro L., 2014, Reviews in Advanced Sciences and Engineering, V3, P199, DOI [DOI 10.1166/RASE.2014.1064, 10.1166/rase.2014.1064]
[8]   Organic Synthesis "On Water" [J].
Chanda, Arani ;
Fokin, Valery V. .
CHEMICAL REVIEWS, 2009, 109 (02) :725-748
[9]   Highly Enantioselective Construction of Spiro[4H-pyran-3,3′-oxindoles] Through a Domino Knoevenagel/Michael/Cyclization Sequence Catalyzed by Cupreine [J].
Chen, Wen-Bing ;
Wu, Zhi-Jun ;
Pei, Qing-Lan ;
Cun, Lin-Feng ;
Zhang, Xiao-Mei ;
Yuan, Wei-Cheng .
ORGANIC LETTERS, 2010, 12 (14) :3132-3135
[10]   Green Chemistry: challenges and opportunities [J].
Clark, JH .
GREEN CHEMISTRY, 1999, 1 (01) :1-8