{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,5]],"date-time":"2026-10-05T01:57:18Z","timestamp":1791165438374,"version":"4.1.0"},"reference-count":47,"publisher":"Royal Society of Chemistry (RSC)","issue":"15","license":[{"start":{"date-parts":[[2025,4,15]],"date-time":"2025-04-15T00:00:00Z","timestamp":1744675200000},"content-version":"vor","delay-in-days":104,"URL":"http:\/\/creativecommons.org\/licenses\/by-nc\/3.0\/"}],"funder":[{"DOI":"10.13039\/501100020069","name":"Vicerrector\u00eda de Investigaci\u00f3n y Extensi\u00f3n, Universidad Industrial de Santander","doi-asserted-by":"publisher","award":["3737"],"award-info":[{"award-number":["3737"]}],"id":[{"id":"10.13039\/501100020069","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100013908","name":"Universidad Andr\u00e9s Bello","doi-asserted-by":"publisher","award":["Dl-05.23\/REG"],"award-info":[{"award-number":["Dl-05.23\/REG"]}],"id":[{"id":"10.13039\/501100013908","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100002850","name":"Fondo Nacional de Desarrollo Cient\u00edfico y Tecnol\u00f3gico","doi-asserted-by":"publisher","award":["3220681"],"award-info":[{"award-number":["3220681"]}],"id":[{"id":"10.13039\/501100002850","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["rsc.org"],"crossmark-restriction":true},"short-container-title":["RSC Adv."],"abstract":"<jats:p>\n                    This study explored the mechanism of the Lewis acid-catalyzed Povarov cationic reaction. InCl\n                    <jats:sub>3<\/jats:sub>\n                    showed the best performance, and the tetrahydroquinoline core is formed\n                    <jats:italic>via<\/jats:italic>\n                    a domino Mannich\u2013Friedel Crafts reaction, discarding the terms \u201cDiels\u2013Alder\u201d.\n                  <\/jats:p>","DOI":"10.1039\/d5ra01375e","type":"journal-article","created":{"date-parts":[[2025,4,15]],"date-time":"2025-04-15T05:44:10Z","timestamp":1744695850000},"page":"11799-11810","update-policy":"https:\/\/doi.org\/10.1039\/rsc_crossmark_policy","source":"Crossref","is-referenced-by-count":6,"title":["Mechanistic insights on the Lewis acid-catalyzed three-component cationic Povarov reaction: synthesis of\n                    <i>N<\/i>\n                    -propargyl 1,2,3,4-tetrahydroquinolines"],"prefix":"10.1039","volume":"15","author":[{"ORCID":"https:\/\/orcid.org\/0000-0003-4935-876X","authenticated-orcid":false,"given":"Yeray A.","family":"Rodr\u00edguez-N\u00fa\u00f1ez","sequence":"first","affiliation":[{"name":"Universidad Andr\u00e9s Bello, Facultad de Ciencias Exactas, Departamento de Ciencias Qu\u00edmicas, Laboratorio de S\u00edntesis y Reactividad de Compuestos Org\u00e1nicos, Santiago 8370146, Chile"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-9498-1361","authenticated-orcid":false,"given":"Jes\u00fas","family":"S\u00e1nchez-M\u00e1rquez","sequence":"additional","affiliation":[{"name":"Departamento de Qu\u00edmica-F\u00edsica, Facultad de Ciencias, Campus Universitario R\u00edo San Pedro, Universidad de C\u00e1diz, C\u00e1diz, Spain"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-6544-9429","authenticated-orcid":false,"given":"Jorge","family":"Quintero-Saumeth","sequence":"additional","affiliation":[{"name":"Grupo de Investigaci\u00f3n en Compuestos Org\u00e1nicos de Inter\u00e9s Medicinal CODEIM, Parque Tecnol\u00f3gico Guatiguar\u00e1, Universidad Industrial de Santander, Piedecuesta 681011, Colombia"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-9664-2504","authenticated-orcid":false,"given":"Cristian J.","family":"Guerra","sequence":"additional","affiliation":[{"name":"Departamento de Ciencias Qu\u00edmicas, Facultad de ciencias Exactas, Universidad Andr\u00e9s Bello, Republica 275, Santiago, Chile"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-2280-9321","authenticated-orcid":false,"given":"Efra\u00edn","family":"Polo-Cuadrado","sequence":"additional","affiliation":[{"name":"Departamento de Qu\u00edmica Org\u00e1nica, Facultad de Ciencias Qu\u00edmicas, Universidad de Concepci\u00f3n, Concepci\u00f3n, Chile"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0009-0006-1749-6294","authenticated-orcid":false,"given":"David","family":"Villaman","sequence":"additional","affiliation":[{"name":"Laboratorio de Qu\u00edmica Inorg\u00e1nica y Organomet\u00e1lica, Departamento de Qu\u00edmica Anal\u00edtica e Inorg\u00e1nica, Facultad de Ciencias Qu\u00edmicas, Universidad de Concepci\u00f3n, Edmundo Larenas 129, Casilla 160-C, Concepci\u00f3n 4070386, Chile"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0009-0001-1250-0841","authenticated-orcid":false,"given":"Cristopher A.","family":"Fica-Cornejo","sequence":"additional","affiliation":[{"name":"Universidad Andr\u00e9s Bello, Facultad de Ciencias Exactas, Departamento de Ciencias Qu\u00edmicas, Laboratorio de S\u00edntesis y Reactividad de Compuestos Org\u00e1nicos, Santiago 8370146, Chile"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-3479-3865","authenticated-orcid":false,"given":"Arnold R.","family":"Romero Boh\u00f3rquez","sequence":"additional","affiliation":[{"name":"Grupo de Investigaci\u00f3n en Compuestos Org\u00e1nicos de Inter\u00e9s Medicinal CODEIM, Parque Tecnol\u00f3gico Guatiguar\u00e1, Universidad Industrial de Santander, Piedecuesta 681011, Colombia"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"292","published-online":{"date-parts":[[2025]]},"reference":[{"key":"D5RA01375E\/cit1\/1","doi-asserted-by":"publisher","first-page":"1909","DOI":"10.3390\/molecules25081909","volume":"25","author":"Kerru","year":"2020","journal-title":"Molecules"},{"key":"D5RA01375E\/cit2\/1","doi-asserted-by":"publisher","first-page":"22856","DOI":"10.1039\/C3RA46791K","volume":"4","author":"Hanna","year":"2014","journal-title":"RSC Adv."},{"key":"D5RA01375E\/cit3\/1","doi-asserted-by":"publisher","first-page":"2710","DOI":"10.3390\/molecules25112710","volume":"25","author":"Farooq","year":"2020","journal-title":"Molecules"},{"key":"D5RA01375E\/cit4\/1","doi-asserted-by":"publisher","first-page":"551","DOI":"10.1515\/znc-2012-11-1204","volume":"67","author":"Guti\u00e9rrez","year":"2012","journal-title":"Z. fur Naturforsch. C"},{"key":"D5RA01375E\/cit5\/1","doi-asserted-by":"publisher","first-page":"189","DOI":"10.3109\/14756366.2014.899595","volume":"30","author":"Alafeefy","year":"2015","journal-title":"J. Enzyme Inhib. Med. Chem."},{"key":"D5RA01375E\/cit6\/1","doi-asserted-by":"publisher","first-page":"391","DOI":"10.1002\/jhet.3046","volume":"55","author":"Madkour","year":"2018","journal-title":"J. Heterocycl. Chem."},{"key":"D5RA01375E\/cit7\/1","doi-asserted-by":"publisher","first-page":"5057","DOI":"10.1021\/acs.chemrev.8b00567","volume":"119","author":"Muthukrishnan","year":"2019","journal-title":"Chem. Rev."},{"key":"D5RA01375E\/cit8\/1","doi-asserted-by":"publisher","first-page":"16694","DOI":"10.1039\/C8NJ04014A","volume":"42","author":"Ren","year":"2018","journal-title":"New J. Chem."},{"key":"D5RA01375E\/cit9\/1","doi-asserted-by":"publisher","first-page":"13591","DOI":"10.1039\/D0RA01264E","volume":"10","author":"Palanimuthu","year":"2020","journal-title":"RSC Adv."},{"key":"D5RA01375E\/cit10\/1","doi-asserted-by":"publisher","first-page":"4884","DOI":"10.1021\/ol102023z","volume":"12","author":"Giera","year":"2010","journal-title":"Org. Lett."},{"key":"D5RA01375E\/cit11\/1","doi-asserted-by":"publisher","first-page":"5761","DOI":"10.1039\/C7GC02844J","volume":"19","author":"Ma","year":"2017","journal-title":"Green Chem."},{"key":"D5RA01375E\/cit12\/1","doi-asserted-by":"publisher","first-page":"157","DOI":"10.2174\/1570179412666150706183906","volume":"13","author":"Bello Forero","year":"2015","journal-title":"Curr. Org. Synth."},{"key":"D5RA01375E\/cit13\/1","doi-asserted-by":"publisher","first-page":"1858","DOI":"10.1021\/acs.orglett.0c00206","volume":"22","author":"Huang","year":"2020","journal-title":"Org. Lett."},{"key":"D5RA01375E\/cit14\/1","doi-asserted-by":"publisher","first-page":"2091","DOI":"10.1002\/ejoc.200901325","author":"Palacios","year":"2010","journal-title":"Eur. J. Org. Chem."},{"key":"D5RA01375E\/cit15\/1","doi-asserted-by":"publisher","first-page":"25268","DOI":"10.1039\/c4ra02916j","volume":"4","author":"Domingo","year":"2014","journal-title":"RSC Adv."},{"key":"D5RA01375E\/cit16\/1","doi-asserted-by":"publisher","first-page":"16567","DOI":"10.1039\/C3RA47805J","volume":"4","author":"Domingo","year":"2014","journal-title":"RSC Adv."},{"key":"D5RA01375E\/cit17\/1","doi-asserted-by":"publisher","first-page":"17064","DOI":"10.1039\/C5RA27650K","volume":"6","author":"Domingo","year":"2016","journal-title":"RSC Adv."},{"key":"D5RA01375E\/cit18\/1","doi-asserted-by":"publisher","first-page":"2721","DOI":"10.1016\/j.tet.2008.12.059","volume":"65","author":"Kouznetsov","year":"2009","journal-title":"Tetrahedron"},{"key":"D5RA01375E\/cit19\/1","doi-asserted-by":"publisher","first-page":"2","DOI":"10.1021\/co300105t","volume":"15","author":"Abonia","year":"2013","journal-title":"ACS Comb. Sci."},{"key":"D5RA01375E\/cit20\/1","doi-asserted-by":"publisher","first-page":"2153","DOI":"10.1055\/s-0036-1588713","volume":"49","author":"Acelas","year":"2017","journal-title":"Synthesis"},{"key":"D5RA01375E\/cit21\/1","doi-asserted-by":"publisher","first-page":"1404","DOI":"10.1021\/jo302328s","volume":"78","author":"Taylor","year":"2013","journal-title":"J. Org. Chem."},{"key":"D5RA01375E\/cit22\/1","doi-asserted-by":"publisher","first-page":"498","DOI":"10.1111\/cbdd.12773","volume":"88","author":"Rodr\u00edguez","year":"2016","journal-title":"Chem. Biol. Drug Des."},{"key":"D5RA01375E\/cit23\/1","doi-asserted-by":"publisher","first-page":"338","DOI":"10.1080\/00397911.2015.1136646","volume":"46","author":"Boh\u00f3rquez","year":"2016","journal-title":"Synth. Commun."},{"key":"D5RA01375E\/cit24\/1","volume-title":"SADABS, Software for Empirical Absorption Correction","author":"Sheldrick","year":"2000","unstructured":"G. M.Sheldrick ,  SADABS, Software for Empirical Absorption Correction ,  University of G\u00f6ttingen ,  G\u00f6ttingen ,  2000"},{"key":"D5RA01375E\/cit25\/1","doi-asserted-by":"publisher","first-page":"3","DOI":"10.1107\/S2053273314026370","volume":"71","author":"Sheldrick","year":"2015","journal-title":"Acta Crystallogr., Sect. A: Found. Adv."},{"key":"D5RA01375E\/cit26\/1","doi-asserted-by":"publisher","first-page":"3","DOI":"10.1107\/S2053229614024218","volume":"71","author":"Sheldrick","year":"2015","journal-title":"Acta Crystallogr., Sect. C: Struct. Chem."},{"key":"D5RA01375E\/cit27\/1","doi-asserted-by":"publisher","first-page":"339","DOI":"10.1107\/S0021889808042726","volume":"42","author":"V Dolomanov","year":"2009","journal-title":"J. Appl. Crystallogr."},{"key":"D5RA01375E\/cit28\/1","volume-title":"Gaussian 09, Revision D.01","author":"Frisch","year":"2009","unstructured":"M.Frisch ,  G.Trucks ,  H.Schlegel ,  G.Scuseria ,  M.Robb ,  J.Cheeseman ,  J.Montgomery ,  T.Vreven ,  K.Kudin ,  J.Burant ,  J.Millam ,  S.Iyengar ,  J.Tomasi ,  V.Barone ,  B.Mennucci ,  M.Cossi ,  G.Scalmani ,  N.Rega ,  G.Petersson ,  H.Nakatsuji ,  M.Hada ,  M.Ehara ,  K.Toyota ,  R.Fukuda ,  J.Hasegawa ,  M.Ishida ,  T.Nakajima ,  Y.Honda ,  O.Kitao ,  H.Nakai ,  M.Klene ,  X.Li ,  J.Knox ,  H.Hratchian ,  J.Cross ,  V.Bakken ,  C.Adamo ,  J.Jaramillo ,  R.Gomperts ,  R.Stratmann ,  O.Yazyev ,  A.Austin ,  R.Cammi ,  C.Pomelli ,  J.Ochterski ,  P.Ayala ,  K.Morokuma ,  G.Voth ,  P.Salvador ,  J.Dannenberg ,  V.Zakrzewski ,  S.Dapprich ,  A.Daniels ,  M.Strain ,  O.Farkas ,  D.Malick ,  A.Rabuck ,  K.Raghavachari ,  J.Foresman ,  J.Ortiz ,  Q.Cui ,  A.Baboul ,  S.Clifford ,  J.Cioslowski ,  B.Stefanov ,  G.Liu ,  A.Liashenko ,  P.Piskorz ,  I.Komaromi ,  R.Martin ,  D.Fox ,  T.Keith ,  A.Laham ,  C.Peng ,  A.Nanayakkara ,  M.Challacombe ,  P.Gill ,  B.Johnson ,  W.Chen ,  M.Wong ,  C.Gonzalez ,  J.Pople ,  Gaussian 09, Revision D.01 ,  Gaussian, Inc .,  Wallingford CT ,  2009"},{"key":"D5RA01375E\/cit29\/1","doi-asserted-by":"publisher","first-page":"33","DOI":"10.1016\/0263-7855(96)00018-5","volume":"14","author":"Humphrey","year":"1996","journal-title":"J. Mol. Graphics"},{"key":"D5RA01375E\/cit30\/1","doi-asserted-by":"publisher","first-page":"5648","DOI":"10.1063\/1.464913","volume":"98","author":"Becke","year":"1993","journal-title":"J. Chem. Phys."},{"key":"D5RA01375E\/cit31\/1","doi-asserted-by":"publisher","first-page":"214","DOI":"10.1002\/jcc.540030212","volume":"3","author":"Schlegel","year":"1982","journal-title":"J. Comput. Chem."},{"key":"D5RA01375E\/cit32\/1","doi-asserted-by":"publisher","first-page":"1456","DOI":"10.1002\/jcc.21759","volume":"32","author":"Grimme","year":"2011","journal-title":"J. Comput. Chem."},{"key":"D5RA01375E\/cit33\/1","doi-asserted-by":"publisher","first-page":"5523","DOI":"10.1021\/j100377a021","volume":"94","author":"Gonzalez","year":"1990","journal-title":"J. Phys. Chem."},{"key":"D5RA01375E\/cit34\/1","doi-asserted-by":"publisher","first-page":"6378","DOI":"10.1021\/jp810292n","volume":"113","author":"Marenich","year":"2009","journal-title":"J. Phys. Chem. B"},{"key":"D5RA01375E\/cit35\/1","doi-asserted-by":"publisher","first-page":"580","DOI":"10.1002\/jcc.22885","volume":"33","author":"Lu","year":"2012","journal-title":"J. Comput. Chem."},{"key":"D5RA01375E\/cit36\/1","doi-asserted-by":"publisher","first-page":"1793","DOI":"10.1021\/cr990029p","volume":"103","author":"Geerlings","year":"2003","journal-title":"Chem. Rev."},{"key":"D5RA01375E\/cit37\/1","doi-asserted-by":"publisher","first-page":"1808","DOI":"10.1002\/anie.199718081","volume":"36","author":"Savin","year":"1997","journal-title":"Angew. Chem., Int. Ed. Engl."},{"key":"D5RA01375E\/cit38\/1","doi-asserted-by":"publisher","first-page":"4483","DOI":"10.1021\/acs.jcim.3c00271","volume":"63","author":"Novoa","year":"2023","journal-title":"J. Chem. Inf. Model."},{"key":"D5RA01375E\/cit39\/1","doi-asserted-by":"publisher","first-page":"6158","DOI":"10.1021\/acs.jpca.4c01667","volume":"128","author":"Guerra","year":"2024","journal-title":"J. Phys. Chem. A"},{"key":"D5RA01375E\/cit40\/1","doi-asserted-by":"publisher","first-page":"1691","DOI":"10.1103\/PhysRevLett.49.1691","volume":"49","author":"Perdew","year":"1982","journal-title":"Phys. Rev. Lett."},{"key":"D5RA01375E\/cit41\/1","doi-asserted-by":"publisher","DOI":"10.1002\/3527606173","volume-title":"Chemical Hardness","author":"Pearson","year":"1997","unstructured":"R. G.Pearson ,  Chemical Hardness ,  Wiley ,  1997 ,  10.1002\/3527606173"},{"key":"D5RA01375E\/cit42\/1","doi-asserted-by":"publisher","first-page":"1922","DOI":"10.1021\/ja983494x","volume":"121","author":"Parr","year":"1999","journal-title":"J. Am. Chem. Soc."},{"key":"D5RA01375E\/cit43\/1","doi-asserted-by":"publisher","first-page":"1486","DOI":"10.1039\/C2RA22886F","volume":"3","author":"Domingo","year":"2013","journal-title":"RSC Adv."},{"key":"D5RA01375E\/cit44\/1","doi-asserted-by":"publisher","first-page":"132280","DOI":"10.1016\/j.molstruc.2021.132280","volume":"1254","author":"G\u00fciza","year":"2022","journal-title":"J. Mol. Struct."},{"key":"D5RA01375E\/cit45\/1","doi-asserted-by":"publisher","first-page":"28","DOI":"10.1016\/j.tet.2017.11.030","volume":"74","author":"Vahdani Alviri","year":"2018","journal-title":"Tetrahedron"},{"key":"D5RA01375E\/cit46\/1","doi-asserted-by":"publisher","first-page":"100902","DOI":"10.1016\/j.cdc.2022.100902","volume":"41","author":"Ouzidan","year":"2022","journal-title":"Chem. Data Collect."},{"key":"D5RA01375E\/cit47\/1","doi-asserted-by":"publisher","first-page":"3708","DOI":"10.1002\/chem.202003662","volume":"27","author":"McCosker","year":"2021","journal-title":"Chem.\u2013Eur. J."}],"container-title":["RSC Advances"],"original-title":[],"language":"en","link":[{"URL":"http:\/\/pubs.rsc.org\/en\/content\/articlepdf\/2025\/RA\/D5RA01375E","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2026,7,1]],"date-time":"2026-07-01T06:02:55Z","timestamp":1782885775000},"score":1,"resource":{"primary":{"URL":"https:\/\/pubs.rsc.org\/ra\/article\/15\/15\/11799-11810\/906386"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2025]]},"references-count":47,"journal-issue":{"issue":"15","published-print":{"date-parts":[[2025,4,9]]}},"URL":"https:\/\/doi.org\/10.1039\/d5ra01375e","relation":{},"ISSN":["2046-2069"],"issn-type":[{"value":"2046-2069","type":"electronic"}],"subject":[],"published":{"date-parts":[[2025]]}}}