PEG-600-mediated, green and efficient, tandem syntheses of N-subtituted-2-styrylquinazolin-4- ones

References

• Sirisoma N , Pervin A , Zhang H , Jiang S , Willardsen J , Anderson B , Mather G , Pleiman M , Kasibhatla S , Tseng B , Drewe J , Xiong Cai S. Discovery of N-(4-Methoxyphenyl)-N,2-dimethylquinazolin-4-amine, a Potent Apoptosis Inducer and Efficacious Anticancer Agent with High Blood Brain Barrier Penetration . J Med Chem . 2009 ; 52 : 2341 . doi: 10.1021/jm801315b
   PubMed Web of Science ®Google Scholar
• Burbuliene MM , Jakubkiene V , Mekuskiene G , Udrenaite P , Smicius P. Synthesis and anti-inflammatory activity of derivatives of 5-[(2-disubstitutedamino-6- methyl-pyrimidin-4-yl)-sulfanylmethyl]-3H-1,3,4-oxadiazole-2-thiones . Farmaco . 2004 ; 59 : 767 . doi: 10.1016/j.farmac.2004.05.007
   PubMedGoogle Scholar
• Alagarasamy M , Meena S , Revathi R , Vijaya kumar S , Ramesh KV. Synthesis of some novel 2-mercapto-3(substituted amino) 5,6,7,8-tetrahydro-3H-benzo[4,5]thieno[2,3-d]pyrimidin-4-ones as analgesic and anti-inflammatory agents . Arkivoc . 2006 ; 58 : 149 .
   Google Scholar
• Ozaki K , Yamada Y , Onine T , Ishizuka T , Iwasawa Y. Studies on 4(1H) Quinazolinones. 5.' Synthesis and Antiinflammatory Activity of 4(1H)quinazolinone Derivatives . J Med Chem . 1985 ; 28 : 568 . doi: 10.1021/jm50001a006
   PubMed Web of Science ®Google Scholar
• Bonola G , Dare P , Mgistretti MJ , Massarani E , Setnikar I. l-Aminoacyl-2,3-dihydro-4(1H)-quinazolin Derivatives with Choleretic and Antifibrillatory Activity . J Med Chem . 1968 ; 11 : 1136 . doi: 10.1021/jm00312a007
   PubMed Web of Science ®Google Scholar
• Hess HJ , Cronin TH , Scriabine A. Antihypertensive 2-amino-4(3H)-quinazolinones . J Med Chem . 1968 ; 11 : 130 . doi: 10.1021/jm00307a028
   PubMed Web of Science ®Google Scholar
• Bhargava PN , Chaurasia MR. Some 6,8-dibromo-S-substited-2-mercapto-3-aryl(or alkyl)-4-quinazolones . J Med Chem . 1968 ; 11 : 140 . doi: 10.1021/jm00307a031
   PubMedGoogle Scholar
• Reddy PSN , Venugopal KN , Rao GK , Pai PNS. Indian J Heterocyclic Chem . 2007 ; 16 : 243 .
   Google Scholar
• Zeng F , Alper H. One-Step Synthesis of Quinazolino[3,2-a]quinazolinones via Palladium-catalyzed Domino Addition/Carboxamidation Reactions . Org Letters . 2010 ; 12 : 3642 . doi: 10.1021/ol101428v
   PubMedGoogle Scholar
• Minoo D , Mustafa B , Sadat DA. Novel and Efficient One-Pot Tandem Synthesis of 2-Styryl-Substituted 4(3H)-Quinazolinones . J Comb Chem . 2008 ; 10 : 700 . doi: 10.1021/cc800067g
   PubMedGoogle Scholar
• Wolfe JF , Rathman TL , Sleevi MC , Campbell JA , Greenwood TD. Synthesis and anticonvulsant activity of some new 2-substituted 3-aryl-4(3H)-quinazolinones . J Med Chem . 1990 ; 33 : 161 . doi: 10.1021/jm00163a027
   PubMed Web of Science ®Google Scholar
• Philipova I , Dobrikov G , Krumova K , Kaneti J. J Heterocyclic Chem . 2006 ; 43 : 1057 . doi: 10.1002/jhet.5570430436
   Google Scholar
• Rafffa D , Edler MC , Daidone G , Maggio B , Merickech M , Plescia S , Schillaci D , Bai R , Hamel E. Eur J Med Chem . 2004 ; 39 : 299 . doi: 10.1016/j.ejmech.2003.12.009
   PubMedGoogle Scholar
• Xia Y , Yang ZY , Hour MJ , Kuo SC , Xia P , Bastow KF , Nakanishi Y , Nampoothiri P , Hackl T , Hamel E , Lee KH. Biorg Med Chem Lett . 2001 ; 11 : 1193 . doi: 10.1016/S0960-894X(01)00190-1
   PubMed Web of Science ®Google Scholar
• Mostafa B , Maja M , Markus D , Claudia R , Minoo D , Oliver KC. Parallel Microwave Synthesis of 2-Styrylquinazolin-4(3H) in a High-Throughput Platform Using HPLC/GC Vials as Reaction Vessels . J Comb Chem . 2009 ; 11 : 676 . doi: 10.1021/cc900036a
   PubMed Web of Science ®Google Scholar
• Nana VS , Kiran FS , Sandip A , Bapurao BS , Muralidhar SS. PEG-400 remarkably and recyclable media for one-pot synthesis of various 2-amino-4H-chromenes . Green Chem Lett Rev . 2010 ; 3 : 83 . doi: 10.1080/17518250903567246
   Google Scholar
• Kidwai M , Jahan A , Divya B. Polyethylene glycol as an efficient and reusable solvent medium for the synthsis of thiohydations using K2CO3 as catalyst . J Sulfur Chem . 2010 ; 3 : 161 . doi: 10.1080/17415991003777409
   Google Scholar
• Heldebrant DJ , Jessop PG. Liquid Poly(ethylene glycol) and Supercritical Carbon Dioxide: A Benign Biphasic Solvent System for Use and Recycling of Homogeneous Catalysts . J Am Chem Soc . 2003 ; 125 : 5600 . doi: 10.1021/ja029131l
   PubMed Web of Science ®Google Scholar
• Kidwai M , Divya B , Kumar MN. Polyethylene glycol (PEG) mediated green synthesis of 2,5-disubstituted 1,3,4-oxadiazoles catalyzed by ceric ammonicum nitrate . Green Chem Lett Rev . 2010 ; 1 : 55 .
   Google Scholar
• Jiang JB , Hesson DP , Dusak BA , Dexter DL , Kang GJ , Hamel E. J Med Chem . 1990 ; 33 : 1721 . doi: 10.1021/jm00168a029
   PubMed Web of Science ®Google Scholar
• Venkatanarayana M , Dubey PK. PEG-600: a facile and eco-friendly raction medium for the synthesis of N-alkyl derivatives of indole-3-carboxyladehyde . Green Chem Lett Rev . 2010 ; 3 : 257 . doi: 10.1080/17518251003749379
   Google Scholar
• Motohiro A , Teruyuki K , Yoshihisa W. Transition-metal complex-catalyzed reductive N-heterocyclization: synthesis of 4(3H)quinazolinone derivatives from N-(2- nitrobenzoyl)amides . J Org Chem . 1993 ; 58 : 310 .
   Google Scholar