{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,11]],"date-time":"2026-09-11T14:08:30Z","timestamp":1789135710767,"version":"build-2803163510"},"reference-count":35,"publisher":"American Chemical Society (ACS)","issue":"36","license":[{"start":{"date-parts":[[2026,8,29]],"date-time":"2026-08-29T00:00:00Z","timestamp":1787961600000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-029"},{"start":{"date-parts":[[2026,8,29]],"date-time":"2026-08-29T00:00:00Z","timestamp":1787961600000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-037"},{"start":{"date-parts":[[2026,8,29]],"date-time":"2026-08-29T00:00:00Z","timestamp":1787961600000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-045"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":[],"published-print":{"date-parts":[[2026,9,11]]},"abstract":"<jats:title>Abstract<\/jats:title>\n                  <jats:p>A practical solvent-mediated one-pot protocol without metal or catalyst has been developed for the synthesis of polysubstituted 5-hydroxy indole derivatives in 1,1,1,3,3,3-hexafluoro-2-propanol (HFIP), which plays a dual role of solvent and promoter. This method facilitates the simultaneous formation of new C\u2013C and C\u2013N bonds from readily available amines and benzoquinones. Unlike traditional multistep sequences that suffer from lower yields, this approach provides access to a library of derivatives in moderate to high yields. The process demonstrates excellent functional-group tolerance and was successfully performed on a gram scale. Furthermore, the utility of this strategy is highlighted by the formal synthesis of a key intermediate for Umifenovir (Arbidol), highlighting its potential for industrial pharmaceutical applications.<\/jats:p>","DOI":"10.1021\/acs.joc.6c00634","type":"journal-article","created":{"date-parts":[[2026,9,2]],"date-time":"2026-09-02T12:31:18Z","timestamp":1788352278000},"page":"12138-12147","source":"Crossref","is-referenced-by-count":0,"title":["HFIP-Promoted Nenitzescu\nIndole Synthesis: An Application\ntoward the Synthesis of Umifenovir"],"prefix":"10.1021","volume":"91","author":[{"given":"Rani","family":"Bandela","sequence":"first","affiliation":[{"name":"National Institute of Pharmaceutical Education and Research , , Balanagar , , ,","place":["Hyderabad, Telangana, India, 500037"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Anuradha","family":"Singampalli","sequence":"additional","affiliation":[{"name":"National Institute of Pharmaceutical Education and Research , , Balanagar , , ,","place":["Hyderabad, Telangana, India, 500037"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Sri Mounika","family":"Bellapukonda","sequence":"additional","affiliation":[{"name":"National Institute of Pharmaceutical Education and Research , , Balanagar , , ,","place":["Hyderabad, Telangana, India, 500037"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Lina S.","family":"Mahajan","sequence":"additional","affiliation":[{"name":"National Institute of Pharmaceutical Education and Research , , Balanagar , , ,","place":["Hyderabad, Telangana, India, 500037"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Apurba","family":"Mandal","sequence":"additional","affiliation":[{"name":"National Institute of Pharmaceutical Education and Research , , Balanagar , , ,","place":["Hyderabad, Telangana, India, 500037"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-6671-2022","authenticated-orcid":true,"given":"Srinivas","family":"Nanduri","sequence":"additional","affiliation":[{"name":"National Institute of Pharmaceutical Education and Research , , Balanagar , , ,","place":["Hyderabad, Telangana, India, 500037"]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-9813-8694","authenticated-orcid":true,"given":"Venkata Madhavi","family":"Yaddanapudi","sequence":"additional","affiliation":[{"name":"National Institute of Pharmaceutical Education and Research , , Balanagar , , ,","place":["Hyderabad, Telangana, India, 500037"]}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"316","published-online":{"date-parts":[[2026,8,29]]},"reference":[{"issue":"11","key":"2026091109105341600_cit1","doi-asserted-by":"publisher","first-page":"3072","DOI":"10.1039\/b816701j","article-title":"Domino Reactions\nof Rhodium(II) Carbenoids for Alkaloid Synthesis","volume":"38","author":"Padwa","year":"2009","journal-title":"Chem. 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Heterocycl. Chem.","author":"Dumitrascu","year":"2020"},{"key":"2026091109105341600_cit32","unstructured":"Cao, Z.-F.; Dong, J.; Shi, L.\n          Preparation Method of Arbidol\nHydrochloride. CN Patent CN102351778AA, 2012https:\/\/patents.google.com\/patent\/CN102351778A\/en. (accessed June 06, 2026) February 15."},{"key":"2026091109105341600_cit33","unstructured":"Liu, X.-Q.; Jiang, Y.-J.; Wang, Y.-F.\n          A Kind of Preparation\nMethod of Arbidol HCl CN PatentC106083691AA, 2016https:\/\/patents.google.com\/patent\/CN106083691A\/en. (accessed June 06, 2026) November 9."},{"issue":"9","key":"2026091109105341600_cit34","doi-asserted-by":"publisher","first-page":"9371","DOI":"10.1021\/acs.jmedchem.4c03093","article-title":"Strategic\nDesign and Optimization of Umifenovir Analogues: Balancing Antiviral\nEfficacy and hERG Toxicity against SARS-CoV-2","volume":"68","author":"Hoque","year":"2025","journal-title":"J. Med. 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(accessed June 24, 2026) November 30."}],"container-title":["The Journal of Organic Chemistry"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/pubs.acs.org\/doi\/pdf\/10.1021\/acs.joc.6c00634","content-type":"application\/pdf","content-version":"vor","intended-application":"unspecified"},{"URL":"https:\/\/pubs.acs.org\/joceah\/article-pdf\/91\/36\/12138\/67741564\/acs.joc.6c00634.pdf","content-type":"application\/pdf","content-version":"vor","intended-application":"syndication"},{"URL":"https:\/\/pubs.acs.org\/joceah\/article-pdf\/91\/36\/12138\/67741564\/acs.joc.6c00634.pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2026,9,11]],"date-time":"2026-09-11T13:28:06Z","timestamp":1789133286000},"score":1,"resource":{"primary":{"URL":"https:\/\/pubs.acs.org\/joceah\/article\/91\/36\/12138\/5361514\/HFIP-Promoted-Nenitzescu-Indole-Synthesis-An"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2026,8,29]]},"references-count":35,"journal-issue":{"issue":"36","published-online":{"date-parts":[[2026,8,29]]},"published-print":{"date-parts":[[2026,9,11]]}},"URL":"https:\/\/doi.org\/10.1021\/acs.joc.6c00634","relation":{},"ISSN":["0022-3263","1520-6904"],"issn-type":[{"value":"0022-3263","type":"print"},{"value":"1520-6904","type":"electronic"}],"subject":[],"published":{"date-parts":[[2026,8,29]]}}}