Mechanochemical and sonochemical heterocyclizations

被引:8
作者
Gaudino, Emanuela Calcio [1 ,2 ]
Tagliapietra, Silvia [1 ,2 ]
Mantegna, Stefano [1 ,2 ]
Cravotto, Giancarlo [1 ,2 ]
机构
[1] Univ Turin, Dipartimento Sci & Tecnol Farmaco, Via P Giuria 9, I-10125 Turin, Italy
[2] Univ Turin, NIS Ctr Nanostruct Interfaces & Surfaces, Via P Giuria 9, I-10125 Turin, Italy
关键词
heterocycles; ball mill; cyclization; green chemistry; ultrasound; ULTRASOUND-ASSISTED SYNTHESIS; ONE-POT SYNTHESIS; MULTICOMPONENT REACTIONS; EFFICIENT SYNTHESIS; GREEN SYNTHESIS; N-HETEROCYCLES; RAPID PROTOCOL; AQUEOUS-MEDIA; IRRADIATION; CATALYST;
D O I
10.1007/s10593-017-1979-y
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Heterocycle formation reactions require efficient catalysis and suitable physical activation. Sonochemistry and mechanochemistry can dramatically promote heterocyclizations in heterogeneous conditions using benign solvents and even in solventless conditions by means of ball mills. Besides facilitating quick cyclization, these technologies bring with them safer protocols, cost reduction, energy saving, process intensification, and waste minimization. The aim of this review is to describe a number of relevant synthetic advances in the last two years and to highlight the huge unexploited potential of both sonochemistry and mechanochemistry.
引用
收藏
页码:856 / 865
页数:10
相关论文
共 41 条
[1]   Greener Paal-Knorr Pyrrole Synthesis by Mechanical Activation [J].
Akelis, Liudvikas ;
Rousseau, Jolanta ;
Juskenas, Robertas ;
Dodonova, Jelena ;
Rousseau, Cyril ;
Menuel, Stephane ;
Prevost, Dominique ;
Tumkevicius, Sigitas ;
Monflier, Eric ;
Hapiot, Frederic .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2016, 2016 (01) :31-35
[2]   Divergent reaction pathways for one-pot, three-component synthesis of novel 4H-pyrano[3,2-h]quinolines under ultrasound irradiation [J].
Al-Bogami, Abdullah S. ;
Saleh, Tamer S. ;
Zayed, Ehab M. .
ULTRASONICS SONOCHEMISTRY, 2013, 20 (05) :1194-1202
[3]   A simple and efficient mechanochemical route for the synthesis of 2-aryl benzothiazoles and substituted benzimidazoles [J].
Banerjee, Mainak ;
Chatterjee, Amrita ;
Kumar, Vikash ;
Bhutia, Zigmee T. ;
Khandare, Dipratn G. ;
Majik, Mahesh S. ;
Roy, Biswajit Gopal .
RSC ADVANCES, 2014, 4 (74) :39606-39611
[4]   An Environmentally Benign One Pot Synthesis of Pyrazole Substituted-2-hydrazolyl-4-thiazolidinones [J].
Bhosle, Manisha R. ;
Khillare, Lalit D. ;
Dhumal, Sambhaji T. ;
Mane, Ramrao A. .
LETTERS IN ORGANIC CHEMISTRY, 2016, 13 (02) :148-155
[5]   Microwave and Ultrasound-Assisted Synthesis of Thiosemicarbazones and Their Corresponding (4,5-Substituted-thiazol-2-yl)hydrazines [J].
Carradori, Simone ;
Secci, Daniela ;
D'Ascenzio, Melissa ;
Chimenti, Paola ;
Bolasco, Adriana .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 2014, 51 (06) :1856-1861
[6]   Efficient synthesis of 2,3-disubstituted-2,3-dihydroquinazolin-4(1H)-ones catalyzed by dodecylbenzenesulfonic acid in aqueous media under ultrasound irradiation [J].
Chen, Bao-Hua ;
Li, Ji-Tai ;
Chen, Guo-Feng .
ULTRASONICS SONOCHEMISTRY, 2015, 23 :59-65
[7]   Solvent-free 1,3-Dipolar Cycloaddition of Azomethine Imines with Terminal Alkynes Promoted by Calcium Fluoride Under the Ball Milling Condition [J].
Chen Xianglong ;
Jia Chunman ;
Cao Li ;
Zhang Dela ;
Liu Shuixiang ;
Zhang Qi .
CHEMICAL RESEARCH IN CHINESE UNIVERSITIES, 2015, 31 (04) :543-548
[8]   Recent advances in the cyclization of N-heterocycles: the role of enabling techniques (review) [J].
Cravotto, G. ;
Tagliapietra, S. ;
Caporaso, M. ;
Garella, D. ;
Borretto, E. ;
Di Stilo, A. .
CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2013, 49 (06) :811-826
[9]   Harnessing mechanochemical effects with ultrasound-induced reactions [J].
Cravotto, Giancarlo ;
Cintas, Pedro .
CHEMICAL SCIENCE, 2012, 3 (02) :295-307
[10]  
Darehkordi A., 2015, ARAB J CHEM