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Herein, we report a Ru(II)-catalyzed domino process that involves C\u2013H functionalization, DG-migration, and a subsequent 1,6-aza-conjugate addition between N-carbamoyl indoles and alkynylated p-quinone methides (p-QMs), providing an efficient route to 1,4-dihydroisoquinolin-3(2H)-one-based bisheterocycles. Notably, the protocol exhibits a broad substrate scope, delivers moderate to excellent yields, and is amenable to late-stage functionalization of structurally diverse biologically active molecules and natural products.<\/jats:p>","DOI":"10.1021\/acs.orglett.6c02507","type":"journal-article","created":{"date-parts":[[2026,8,4]],"date-time":"2026-08-04T14:34:39Z","timestamp":1785854079000},"page":"10194-10201","source":"Crossref","is-referenced-by-count":0,"title":["Directing Group\nMigration Strategy: Ru(II)-Catalyzed\nDomino C\u2013H Functionalization toward the Synthesis of 1,4-Dihydroisoquinolin-3(2\n                    <i>H<\/i>\n                    )-One Scaffolds"],"prefix":"10.1021","volume":"28","author":[{"given":"Saiprasad","family":"Nunewar","sequence":"first","affiliation":[{"name":"National Institute of Pharmaceutical Education and Research (NIPER), Hyderabad , , , ,","place":["Hyderabad, Telangana, India, 500037"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Animesh Kumar","family":"Pushparaj","sequence":"additional","affiliation":[{"name":"University of Hyderabad , , Prof. CR Rao Road, Gachibowli , , ,","place":["Hyderabad, Telangana, India, 500046"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-2298-4376","authenticated-orcid":true,"given":"Vinaykumar","family":"Kanchupalli","sequence":"additional","affiliation":[{"name":"University of Hyderabad , , Prof. CR Rao Road, Gachibowli , , ,","place":["Hyderabad, Telangana, India, 500046"]},{"name":"National Institute of Pharmaceutical Education and Research (NIPER), Hyderabad , , , ,","place":["Hyderabad, Telangana, India, 500037"]}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"316","published-online":{"date-parts":[[2026,8,3]]},"reference":[{"key":"2026081410094290000_cit1a","doi-asserted-by":"publisher","first-page":"1070","DOI":"10.3762\/bjoc.18.109","article-title":"Facile and Diastereoselective\nArylation of the Privileged\n1,4-Dihydroisoquinolin-3(2H)-one Scaffold","volume":"18","author":"Dar\u2019in","year":"2022","journal-title":"Beilstein J. Org. Chem."},{"key":"2026081410094290000_cit1b","unstructured":"(b)\n          \n            \n              Teall, M.; White, K.; Mack, S.; Liwicki, G.; Stephenson, A.; Dickson, L.\n          Mglur7 agonist compounds for treating\nmglur7-regulated diseases, disorders, or conditions\n          WO Patent\n          WO2018092921, 2018."},{"key":"2026081410094290000_cit1c","doi-asserted-by":"publisher","first-page":"635","DOI":"10.1021\/jo990767d","article-title":"Synthesis of Mimosamycin","volume":"65","author":"Kesteleyn","year":"2000","journal-title":"J.\nOrg. Chem."},{"key":"2026081410094290000_cit1d","unstructured":"(d)\n          \n            \n              Gunzinger, J.; Leander, K.\n          Isoquinolines as igf-1r inhibitors.  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The data can be obtained free\nof charge from The Cambridge Crystallographic Data Centre via. www.ccdc.cam.ac.uk\/data_request\/cif."}],"container-title":["Organic Letters"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/pubs.acs.org\/doi\/pdf\/10.1021\/acs.orglett.6c02507","content-type":"application\/pdf","content-version":"vor","intended-application":"unspecified"},{"URL":"https:\/\/pubs.acs.org\/orlef7\/article-pdf\/28\/32\/10194\/66377162\/acs.orglett.6c02507.pdf","content-type":"application\/pdf","content-version":"vor","intended-application":"syndication"},{"URL":"https:\/\/pubs.acs.org\/orlef7\/article-pdf\/28\/32\/10194\/66377162\/acs.orglett.6c02507.pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2026,8,14]],"date-time":"2026-08-14T14:34:21Z","timestamp":1786718061000},"score":1,"resource":{"primary":{"URL":"https:\/\/pubs.acs.org\/orlef7\/article\/28\/32\/10194\/5242067\/Directing-Group-Migration-Strategy-Ru-II-Catalyzed"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2026,8,3]]},"references-count":53,"journal-issue":{"issue":"32","published-online":{"date-parts":[[2026,8,3]]},"published-print":{"date-parts":[[2026,8,14]]}},"URL":"https:\/\/doi.org\/10.1021\/acs.orglett.6c02507","relation":{},"ISSN":["1523-7060","1523-7052"],"issn-type":[{"value":"1523-7060","type":"print"},{"value":"1523-7052","type":"electronic"}],"subject":[],"published":{"date-parts":[[2026,8,3]]}}}