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The reaction proceeds via interrupted Heyns rearrangement through the generation of aminoenol intermediate followed by intramolecular trapping and aromatization with C\u2212C bond cleavage and release of corresponding ester. The mechanism was further supported by the identification of ester in GCMS and reaction of cyclic <jats:italic>\u03b1<\/jats:italic>\u2010hydroxydimethylketal, which afforded ester tethered indole derivative.<\/jats:p>","DOI":"10.1002\/asia.202400731","type":"journal-article","created":{"date-parts":[[2024,7,31]],"date-time":"2024-07-31T08:19:42Z","timestamp":1722413982000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":3,"title":["Regioselective Synthesis of 2,3\u2010Disubstituted Indoles via Interrupted Heyns Rearrangement Involving C\u2212C Bond Cleavage"],"prefix":"10.1002","volume":"19","author":[{"given":"Minakshi","family":"Altia","sequence":"first","affiliation":[{"name":"Department of Chemistry Indian Institute of Technology Madras  Chennai 600036 India"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-6049-5023","authenticated-orcid":false,"given":"Pazhamalai","family":"Anbarasan","sequence":"additional","affiliation":[{"name":"Department of Chemistry Indian Institute of Technology Madras  Chennai 600036 India"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"311","published-online":{"date-parts":[[2024,10,3]]},"reference":[{"key":"e_1_2_8_1_1","unstructured":"\u00a0"},{"key":"e_1_2_8_2_2","doi-asserted-by":"publisher","DOI":"10.1039\/b502162f"},{"key":"e_1_2_8_3_2","doi-asserted-by":"publisher","DOI":"10.3390\/molecules18066620"},{"key":"e_1_2_8_4_1","unstructured":"\u00a0"},{"key":"e_1_2_8_5_2","doi-asserted-by":"publisher","DOI":"10.1021\/cr100403z"},{"key":"e_1_2_8_6_2","doi-asserted-by":"publisher","DOI":"10.1039\/C2SC21185H"},{"key":"e_1_2_8_7_2","doi-asserted-by":"publisher","DOI":"10.1039\/C9QO01315F"},{"key":"e_1_2_8_8_1","unstructured":"\u00a0"},{"key":"e_1_2_8_9_2","doi-asserted-by":"publisher","DOI":"10.1021\/ol501394k"},{"key":"e_1_2_8_10_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja3030824"},{"key":"e_1_2_8_11_2","doi-asserted-by":"publisher","DOI":"10.1002\/asia.201800441"},{"key":"e_1_2_8_12_2","doi-asserted-by":"publisher","DOI":"10.1002\/chem.201604111"},{"key":"e_1_2_8_13_1","unstructured":"\u00a0"},{"key":"e_1_2_8_14_2","doi-asserted-by":"publisher","DOI":"10.1021\/ol503404p"},{"key":"e_1_2_8_15_2","doi-asserted-by":"publisher","DOI":"10.1039\/C3CC49751H"},{"key":"e_1_2_8_16_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.joc.1c01604"},{"key":"e_1_2_8_17_2","doi-asserted-by":"publisher","DOI":"10.1039\/c3cc43915a"},{"key":"e_1_2_8_18_2","doi-asserted-by":"publisher","DOI":"10.1002\/adsc.201300884"},{"key":"e_1_2_8_19_1","unstructured":"\u00a0"},{"key":"e_1_2_8_20_2","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201300571"},{"key":"e_1_2_8_21_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja3113565"},{"key":"e_1_2_8_22_2","doi-asserted-by":"publisher","DOI":"10.1039\/C4CC02501F"},{"key":"e_1_2_8_23_2","doi-asserted-by":"publisher","DOI":"10.1021\/ja309580a"},{"key":"e_1_2_8_24_1","unstructured":"\u00a0"},{"key":"e_1_2_8_25_2","doi-asserted-by":"publisher","DOI":"10.1039\/D0SC06264B"},{"key":"e_1_2_8_26_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.2c00724"},{"key":"e_1_2_8_27_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.joc.1c02958"},{"key":"e_1_2_8_28_2","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.1c02390"},{"key":"e_1_2_8_29_2","doi-asserted-by":"publisher","DOI":"10.1039\/D0QO00722F"},{"key":"e_1_2_8_30_1","unstructured":"\u00a0"},{"key":"e_1_2_8_31_2","doi-asserted-by":"crossref","unstructured":"S. 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