{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,2,4]],"date-time":"2026-02-04T19:24:25Z","timestamp":1770233065075,"version":"3.49.0"},"reference-count":44,"publisher":"Springer Science and Business Media LLC","issue":"1","license":[{"start":{"date-parts":[[2014,8,31]],"date-time":"2014-08-31T00:00:00Z","timestamp":1409443200000},"content-version":"tdm","delay-in-days":0,"URL":"http:\/\/www.springer.com\/tdm"}],"content-domain":{"domain":["link.springer.com"],"crossmark-restriction":false},"short-container-title":["Mol Divers"],"published-print":{"date-parts":[[2015,2]]},"DOI":"10.1007\/s11030-014-9547-1","type":"journal-article","created":{"date-parts":[[2014,8,30]],"date-time":"2014-08-30T10:28:15Z","timestamp":1409394495000},"page":"173-187","update-policy":"https:\/\/doi.org\/10.1007\/springer_crossmark_policy","source":"Crossref","is-referenced-by-count":15,"title":["A highly efficient group-assisted purification method for the synthesis of poly-functionalized pyrimidin-5-yl-pyrroles via one-pot four-component domino reaction"],"prefix":"10.1007","volume":"19","author":[{"given":"Yuvaraj","family":"Dommaraju","sequence":"first","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Dipak","family":"Prajapati","sequence":"additional","affiliation":[],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"297","published-online":{"date-parts":[[2014,8,31]]},"reference":[{"key":"9547_CR1","doi-asserted-by":"crossref","first-page":"414","DOI":"10.1002\/1521-3773(20020201)41:3<414::AID-ANIE414>3.0.CO;2-N","volume":"41","author":"M Eissen","year":"2002","unstructured":"Eissen M, Metzger JO, Schmidt E, Schneidewind U (2002) 10 Years after rio-concepts on the contribution of chemistry to a sustainable development. Angew Chem Int Ed 41:414\u2013436. doi: 10.1002\/anie.201103894","journal-title":"Angew Chem Int Ed"},{"key":"9547_CR2","doi-asserted-by":"crossref","first-page":"1","DOI":"10.1039\/a807961g","volume":"1","author":"JH Clark","year":"1999","unstructured":"Clark JH (1999) Green chemistry: challenges and opportunities. Green Chem 1:1\u20138. doi: 10.1039\/A807961G","journal-title":"Green Chem"},{"key":"9547_CR3","doi-asserted-by":"crossref","first-page":"1038","DOI":"10.1039\/b904997p","volume":"2","author":"ES Beach","year":"2009","unstructured":"Beach ES, Cui Z, Anastas PT (2009) Green chemistry: a design framework for sustainability. Energy Environ Sci 2:1038\u20131049. doi: 10.1039\/B904997P","journal-title":"Energy Environ Sci"},{"key":"9547_CR4","first-page":"26","volume":"71","author":"DL Illman","year":"1993","unstructured":"Illman DL (1993) Green\u2019 technology presents challenge to chemists. Chem Eng News 71:26\u201333. doi: 10.1021\/cen-v071n036.p026","journal-title":"Chem Eng News"},{"key":"9547_CR5","doi-asserted-by":"crossref","first-page":"18","DOI":"10.1021\/ar970311n","volume":"32","author":"RJ Booth","year":"1999","unstructured":"Booth RJ, Hodges JC (1999) Solid-supported reagent strategies for rapid purification of combinatorial synthesis products. Acc Chem Res 32:18\u201326. doi: 10.1021\/ar970311n","journal-title":"Acc Chem Res"},{"key":"9547_CR6","doi-asserted-by":"crossref","first-page":"72","DOI":"10.1126\/science.266.5182.72","volume":"266","author":"IT Horvath","year":"1994","unstructured":"Horvath IT, Rabai J (1994) Facile catalyst separation without water: fluorous biphase hydroformylation of olefins. Science 266:72\u201375. doi: 10.1126\/science.266.5182.72","journal-title":"Science"},{"key":"9547_CR7","doi-asserted-by":"crossref","first-page":"2317","DOI":"10.1039\/a806693k","volume":"21","author":"AGM Barrett","year":"1998","unstructured":"Barrett AGM, Smith ML (1998) Impurity annihilation: a strategy for solution phase combinatorial chemistry with minimal purification. Chem Commun 21:2317\u20132318. doi: 10.1039\/A806693K","journal-title":"Chem Commun"},{"key":"9547_CR8","doi-asserted-by":"crossref","first-page":"240","DOI":"10.1016\/j.tibtech.2009.01.004","volume":"27","author":"AM Azevedo","year":"2009","unstructured":"Azevedo AM, Rosa PAJ, Ferreira IF, Aires-Barros MR (2009) Chromatography-free recovery of biopharmaceuticals through aqueous two-phase processing. Trends Biotechnol 27:240\u2013247. doi: 10.1016\/j.tibtech.2009.01.004","journal-title":"Trends Biotechnol"},{"key":"9547_CR9","doi-asserted-by":"crossref","first-page":"4330","DOI":"10.1039\/c0cc00287a","volume":"46","author":"P Kaur","year":"2010","unstructured":"Kaur P, Pindi S, Wever W, Rajale T, Li G (2010) Asymmetric catalytic Strecker reaction of N-phosphonyl imines with Et $$_{2}$$ 2 AlCN using amino alcohols and BINOLs as catalysts. Chem Commun 46:4330\u20134332. doi: 10.1039\/C0CC00287A","journal-title":"Chem Commun"},{"key":"9547_CR10","doi-asserted-by":"crossref","first-page":"5144","DOI":"10.1021\/jo100865q","volume":"75","author":"P Kaur","year":"2010","unstructured":"Kaur P, Pindi S, Wever W, Rajale T, Li G (2010) Asymmetric catalytic N-phosphonyl imine chemistry: the use of primary free amino acids and Et $$_{2}$$ 2 AlCN for asymmetric catalytic strecker reaction. J Org Chem 75:5144\u20135150. doi: 10.1021\/jo100865q","journal-title":"J Org Chem"},{"key":"9547_CR11","doi-asserted-by":"crossref","first-page":"1259","DOI":"10.1039\/C3CC48509A","volume":"50","author":"J Wu","year":"2014","unstructured":"Wu J, An G, Lin S, Xie J, Zhou W, Sun H, Pan Y, Li G (2014) Solution-phase-peptide synthesis via the group-assisted purification (GAP) chemistry without using chromatography and recrystallization. Chem Commun 50:1259\u20131261. doi: 10.1039\/C3CC48509A","journal-title":"Chem Commun"},{"key":"9547_CR12","doi-asserted-by":"crossref","first-page":"1288","DOI":"10.1039\/c1gc15029d","volume":"13","author":"P Kaur","year":"2011","unstructured":"Kaur P, Wever W, Pindi S, Milles R, Gu P, Li G (2011) The GAP chemistry for chiral N-phosphonyl imine-based Strecker reaction. Green Chem 13:1288\u20131292. doi: 10.1039\/C1GC15029D","journal-title":"Green Chem"},{"key":"9547_CR13","doi-asserted-by":"crossref","first-page":"4006","DOI":"10.1021\/jo400354r","volume":"78","author":"S Pindi","year":"2013","unstructured":"Pindi S, Wu J, Li G (2013) Design, synthesis, and applications of chiral N-2-phenyl-2-propyl sulfinyl imines for group-assisted purification (GAP) asymmetric synthesis. J Org Chem 78:4006\u20134012. doi: 10.1021\/jo400354r","journal-title":"J Org Chem"},{"key":"9547_CR14","doi-asserted-by":"crossref","first-page":"20","DOI":"10.1111\/j.1747-0285.2010.01047.x","volume":"77","author":"S Pindi","year":"2011","unstructured":"Pindi S, Kaur P, Shakya G, Li G (2011) N-Phosphinyl imine chemistry (I): design and synthesis of novel N-phosphinyl imines and their application to asymmetric aza-Henry reaction. Chem Biol Drug Des 77:20\u201329. doi: 10.1111\/j.1747-0285.2010.01047.x","journal-title":"Chem Biol Drug Des"},{"key":"9547_CR15","doi-asserted-by":"crossref","first-page":"187","DOI":"10.1351\/pac200173010187","volume":"73","author":"I Ugi","year":"2001","unstructured":"Ugi I (2001) Recent progress in the chemistry of multicomponent reactions. Pure Appl Chem 73:187\u2013191","journal-title":"Pure Appl Chem"},{"key":"9547_CR16","doi-asserted-by":"crossref","first-page":"17","DOI":"10.1021\/cr0505728","volume":"106","author":"A D\u00f6mling","year":"2006","unstructured":"D\u00f6mling A (2006) Recent developments in isocyanide based multicomponent reactions in applied chemistry. Chem Rev 106:17\u201389. doi: 10.1021\/cr0505728","journal-title":"Chem Rev"},{"key":"9547_CR17","doi-asserted-by":"crossref","first-page":"1133","DOI":"10.1002\/ejoc.200390167","volume":"34","author":"J Zhu","year":"2003","unstructured":"Zhu J (2003) Recent developments in the isonitrile-based multicomponent synthesis of heterocycles. Eur J Org Chem 34:1133\u20131144. doi: 10.1002\/ejoc.200390167","journal-title":"Eur J Org Chem"},{"key":"9547_CR18","doi-asserted-by":"crossref","first-page":"1300","DOI":"10.1002\/chem.200802140","volume":"15","author":"JD Sunderhaus","year":"2009","unstructured":"Sunderhaus JD, Martin SF (2009) Applications of multicomponent reactions to the synthesis of diverse heterocyclic scaffolds. Chem Eur J 15:1300\u20131308. doi: 10.1002\/chem.200802140","journal-title":"Chem Eur J"},{"key":"9547_CR19","doi-asserted-by":"crossref","first-page":"7","DOI":"10.1111\/j.1748-1716.1951.tb00823.x","volume":"24","author":"F Sandberg","year":"1951","unstructured":"Sandberg F (1951) Anaesthetic properties of some new N-substituted and N, N\u2019-disubstituted derivatives of 5,5-diallyl-barbituric acid. Acta Physiol Scand 24:7\u201326","journal-title":"Acta Physiol Scand"},{"key":"9547_CR20","doi-asserted-by":"crossref","first-page":"190","DOI":"10.1111\/j.1747-0285.2009.00844.x","volume":"74","author":"B Louis","year":"2009","unstructured":"Louis B, Singh J, Shaik B, Agarwal VK, Khadikar PV (2009) QSPR study on the estimation of solubility of drug-like organic compounds: a case of barbiturates. Chem Biol Drug Des 74:190\u2013195. doi: 10.1111\/j.1747-0285.2009.00844.x","journal-title":"Chem Biol Drug Des"},{"key":"9547_CR21","doi-asserted-by":"crossref","first-page":"4246","DOI":"10.1021\/ol401976w","volume":"15","author":"X Wang","year":"2013","unstructured":"Wang X, Xu XP, Wang SY, Zhou W, Ji SJ (2013) Highly efficient chemoselective synthesis of polysubstituted pyrroles via isocyanide-based multicomponent domino reaction. Org Lett 15:4246\u20134249. doi: 10.1021\/ol401976w","journal-title":"Org Lett"},{"key":"9547_CR22","doi-asserted-by":"crossref","first-page":"2542","DOI":"10.1021\/ol4010382","volume":"15","author":"X Feng","year":"2013","unstructured":"Feng X, Wang Q, Lin W, Dou GL, Huang ZB, Shi D (2013) Highly efficient synthesis of polysubstituted pyrroles via four-component domino reaction. Org Lett 15:2542\u20132545. doi: 10.1021\/ol4010382","journal-title":"Org Lett"},{"key":"9547_CR23","doi-asserted-by":"crossref","first-page":"3084","DOI":"10.1021\/cr300333u","volume":"113","author":"AV Gulevich","year":"2013","unstructured":"Gulevich AV, Dudnik AS, Chernyak N, Gevorgyan V (2013) Transition metal-mediated synthesis of monocyclic aromatic heterocycles. Chem Rev 113:3084\u20133213. doi: 10.1021\/cr300333u","journal-title":"Chem Rev"},{"key":"9547_CR24","doi-asserted-by":"crossref","first-page":"1534","DOI":"10.1021\/jo062376m","volume":"72","author":"X Huang","year":"2007","unstructured":"Huang X, Shen R, Zhang T (2007) Reaction of allenyl esters with sodium azide: an efficient synthesis of E-vinyl azides and polysubstituted pyrroles. J Org Chem 72:1534\u20131537. doi: 10.1021\/jo062376m","journal-title":"J Org Chem"},{"key":"9547_CR25","doi-asserted-by":"crossref","unstructured":"St. Cyr DJ, Arndtsen BA (2007) A new use of Wittig-type reagents as 1,3-dipolar cycloaddition precursors and in pyrrole synthesis. J Am Chem Soc 129:12366\u201312367. doi: 10.1021\/ja074330w","DOI":"10.1021\/ja074330w"},{"key":"9547_CR26","doi-asserted-by":"crossref","first-page":"3060","DOI":"10.1039\/B412206B","volume":"2","author":"S Agarwal","year":"2004","unstructured":"Agarwal S, Knolker HJ (2004) A novel pyrrole synthesis. Org Biomol Chem 2:3060\u20133062. doi: 10.1039\/b412206b","journal-title":"Org Biomol Chem"},{"key":"9547_CR27","doi-asserted-by":"crossref","first-page":"838","DOI":"10.1002\/chem.200802262","volume":"15","author":"D Tejedor","year":"2009","unstructured":"Tejedor D, Lopez-Tosco S, Gonzalez-Platas J, Garcia-Tellado F (2009) From conjugated tertiary skipped diynes to chain-functionalized tetrasubstituted pyrroles. Chem Eur J 15:838\u2013842. doi: 10.1002\/chem.200802262","journal-title":"Chem Eur J"},{"key":"9547_CR28","doi-asserted-by":"crossref","first-page":"7296","DOI":"10.1021\/jm100504d","volume":"53","author":"M Menichincheri","year":"2010","unstructured":"Menichincheri M, Albanese C, Alli C, Ballinari D, Bargiotti A, Caldarelli M, Ciavolella A, Cirla A, Colombo M, Colotta F, Croci V, D\u2019Alessio R, D\u2019Anello M, Ermoli A, Fiorentini F, Forte B, Galvani A, Giprdano P, Isacchi A, Martina K, Molinari A, Moll JK, Montagnoli A, Orsini P, Orzi F, Pesenti E, Pillan A, Roletto F, Scolaro A, Tato M, Tibolla M, Valsasina B, Varasi M, Vianello P, Volpi D, Santocanale C, Vanotti E (2010) Cdc7 kinase inhibitors: 5-heteroaryl-3-carboxamido-2-aryl pyrroles as potential antitumor agents. 1. Lead finding. J Med Chem 53:7296\u20137315. doi: 10.1021\/jm100504d","journal-title":"J Med Chem"},{"key":"9547_CR29","doi-asserted-by":"crossref","first-page":"754","DOI":"10.3390\/md7040754","volume":"7","author":"S Deslandes","year":"2009","unstructured":"Deslandes S, Chassaing S, Delfourne E (2009) Marine pyrrolocarbazoles and analogues: synthesis and kinase inhibition. Mar Drugs 7:754\u2013786. doi: 10.3390\/md7040754","journal-title":"Mar Drugs"},{"key":"9547_CR30","doi-asserted-by":"crossref","unstructured":"Di Santo R, Costi R, Artico M, Massa S, Lampis G, Deidda D, Pompei R (1998) Pyrrolnitrin and related pyrroles endowed with antibacterial activities against Mycobacterium tuberculosis. Bioorg Med Chem Lett 8:2931\u20132936. doi: 10.1016\/S0960-894X(98)00526-5","DOI":"10.1016\/S0960-894X(98)00526-5"},{"key":"9547_CR31","doi-asserted-by":"crossref","first-page":"8074","DOI":"10.1021\/jo000885x","volume":"65","author":"AR Katritzky","year":"2000","unstructured":"Katritzky AR, Zhang L, Yao J, Denisko OV (2000) Preparation of 1,2-diaryl(heteroaryl)pyrroles and -3-methylpyrroles from N-allylbenzotriazole. J Org Chem 65:8074\u20138076. doi: 10.1021\/jo000885x","journal-title":"J Org Chem"},{"key":"9547_CR32","doi-asserted-by":"crossref","unstructured":"Dauria M, De Luca E, Mauriello G, Racioppi R, Sleiter G (1997) Photochemical substitution of halogenopyrrole derivatives. J Chem Soc Perkin Trans 1:2369\u20132374. doi: 10.1039\/A701674C","DOI":"10.1039\/a701674c"},{"key":"9547_CR33","doi-asserted-by":"crossref","first-page":"3635","DOI":"10.1016\/j.tetlet.2013.04.106","volume":"54","author":"KS Prakash","year":"2013","unstructured":"Prakash KS, Nagarajan R (2013) An efficient synthesis of indol-3-yl benzonaphthyridines via copper(II) triflate-catalyzed heteroannulation. Tetrahedron Lett 54:3635\u20133638. doi: 10.1016\/j.tetlet.2013.04.106","journal-title":"Tetrahedron Lett"},{"key":"9547_CR34","doi-asserted-by":"crossref","first-page":"697","DOI":"10.1007\/s11030-010-9293-y","volume":"15","author":"R Sarma","year":"2011","unstructured":"Sarma R, Borah KJ, Dommaraju Y, Prajapati D (2011) Unexpected deviation from diene behaviour of uracil amidine: towards synthesis of some pyrido[2,3-d]pyrimidine derivatives. Mol Div 15:697\u2013705. doi: 10.1007\/s11030-010-9293-y","journal-title":"Mol Div"},{"key":"9547_CR35","doi-asserted-by":"crossref","first-page":"718","DOI":"10.1039\/c0gc00838a","volume":"13","author":"R Sarma","year":"2011","unstructured":"Sarma R, Prajapati D (2011) Microwave-promoted efficient synthesis of dihydroquinazolines. Green Chem 13:718\u2013722. doi: 10.1039\/C0GC00838A","journal-title":"Green Chem"},{"key":"9547_CR36","doi-asserted-by":"crossref","first-page":"2018","DOI":"10.1021\/jo202346w","volume":"77","author":"R Sarma","year":"2012","unstructured":"Sarma R, Sarma MM, Prajapati D (2012) Microwave-promoted catalyst- and solvent-free aza-Diels-Alder reaction of aldimines with 6-[2-(dimethylamino)vinyl]-1,3-dimethyluracil. J Org Chem 77:2018\u20132023. doi: 10.1021\/jo202346w","journal-title":"J Org Chem"},{"key":"9547_CR37","doi-asserted-by":"crossref","first-page":"1158","DOI":"10.1039\/C3GC42389A","volume":"16","author":"D Bhuyan","year":"2014","unstructured":"Bhuyan D, Sarma R, Dommaraju Y, Prajapati D (2014) Catalyst- and solvent-free, pot, atom and step economic synthesis of tetrahydroquinazolines by an aza-Diels\u2013Alder reaction strategy. Green Chem 16:1158\u20131162. doi: 10.1039\/C3GC42389A","journal-title":"Green Chem"},{"key":"9547_CR38","unstructured":"The single crystal growth was carried in ethanol. CCDC-971917 contains the supplementary crystallographic data for compound 5u. This data can be obtained from the Cambridge Crystallographic Data Centre Via http:\/\/www.ccdc.cam.ac.uk\/data_request\/cif"},{"key":"9547_CR39","doi-asserted-by":"crossref","first-page":"217","DOI":"10.1002\/jccs.200800032","volume":"55","author":"MM Khodaei","year":"2008","unstructured":"Khodaei MM, Khosropour AR, Cardel C (2008) Enamination of $$\\beta $$ \u03b2 -dicarbonyl compounds with amines. J Chin Chem Soc 55:217\u2013221. doi: 10.1002\/jccs.200800032","journal-title":"J Chin Chem Soc"},{"key":"9547_CR40","doi-asserted-by":"crossref","first-page":"7011","DOI":"10.1016\/j.tet.2013.06.049","volume":"69","author":"BL Li","year":"2013","unstructured":"Li BL, Li PH, Fang XN, LI CX, Sun JL, Mo LP, Zhang ZH (2013) One-pot four-component synthesis of highly substituted pyrroles in gluconic acid aqueous solution. Tetrahedron 69:7011\u20137018. doi: 10.1016\/j.tet.2013.06.049","journal-title":"Tetrahedron"},{"key":"9547_CR41","doi-asserted-by":"crossref","first-page":"10441","DOI":"10.1021\/jo301796r","volume":"77","author":"D Dhara","year":"2012","unstructured":"Dhara D, Gayan KS, Khamarui S, Pandit P, Ghosh S, Maiti DK (2012) CeCl $$_{3}\\cdot $$ 3 \u00b7 7H $$_{2}$$ 2 O catalyzed C\u2013C and C\u2013N bond-forming cascade cyclization with subsequent side-chain functionalization and rearrangement: a domino approach to pentasubstituted pyrrole analogues. J Org Chem 77:10441\u201310449. doi: 10.1021\/jo301796r","journal-title":"J Org Chem"},{"key":"9547_CR42","doi-asserted-by":"crossref","unstructured":"Wang H, Shi D (2013) Efficient synthesis of functionalized dihydro-1H-indol-4(5H)-ones via one-pot three-component reaction under catalyst-free conditions. ACS Comb Sci 15:261\u2013266. doi: 10.1021\/co4000198","DOI":"10.1021\/co4000198"},{"key":"9547_CR43","doi-asserted-by":"crossref","first-page":"67","DOI":"10.15227\/orgsyn.015.0067","volume":"15","author":"HA Riley","year":"1935","unstructured":"Riley HA, Gray AR (1935) Phenylglyoxal. Org Synth 15:67. doi: 10.15227\/orgsyn.015.0067","journal-title":"Org Synth"},{"key":"9547_CR44","doi-asserted-by":"crossref","first-page":"16849","DOI":"10.1021\/ja409859x","volume":"135","author":"P Wang","year":"2013","unstructured":"Wang P, Tao W-J, Sun X-L, Liao S, Tang Y (2013) A highly efficient and enantioselective intramolecular cannizzaro reaction under TOX\/Cu(II) catalysis. J Am Chem Soc 135:16849\u201316852. doi: 10.1021\/ja409859x","journal-title":"J Am Chem Soc"}],"container-title":["Molecular Diversity"],"original-title":[],"language":"en","link":[{"URL":"http:\/\/link.springer.com\/content\/pdf\/10.1007\/s11030-014-9547-1.pdf","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"http:\/\/link.springer.com\/article\/10.1007\/s11030-014-9547-1\/fulltext.html","content-type":"text\/html","content-version":"vor","intended-application":"text-mining"},{"URL":"http:\/\/link.springer.com\/content\/pdf\/10.1007\/s11030-014-9547-1","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2019,8,14]],"date-time":"2019-08-14T09:58:23Z","timestamp":1565776703000},"score":1,"resource":{"primary":{"URL":"http:\/\/link.springer.com\/10.1007\/s11030-014-9547-1"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2014,8,31]]},"references-count":44,"journal-issue":{"issue":"1","published-print":{"date-parts":[[2015,2]]}},"alternative-id":["9547"],"URL":"https:\/\/doi.org\/10.1007\/s11030-014-9547-1","relation":{},"ISSN":["1381-1991","1573-501X"],"issn-type":[{"value":"1381-1991","type":"print"},{"value":"1573-501X","type":"electronic"}],"subject":[],"published":{"date-parts":[[2014,8,31]]}}}