{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,11,4]],"date-time":"2025-11-04T16:17:02Z","timestamp":1762273022059,"version":"build-2065373602"},"reference-count":35,"publisher":"MDPI AG","issue":"19","license":[{"start":{"date-parts":[[2022,10,10]],"date-time":"2022-10-10T00:00:00Z","timestamp":1665360000000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"funder":[{"DOI":"10.13039\/501100003725","name":"National Research Foundation of Korea (NRF)","doi-asserted-by":"publisher","award":["2018R1D1A1B07048631","2019M3E5D5066543","2016R1A6A1A03007648","2022002980001"],"award-info":[{"award-number":["2018R1D1A1B07048631","2019M3E5D5066543","2016R1A6A1A03007648","2022002980001"]}],"id":[{"id":"10.13039\/501100003725","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100003725","name":"Ministry of Education, Science and Technology (MEST)","doi-asserted-by":"publisher","award":["2018R1D1A1B07048631","2019M3E5D5066543","2016R1A6A1A03007648","2022002980001"],"award-info":[{"award-number":["2018R1D1A1B07048631","2019M3E5D5066543","2016R1A6A1A03007648","2022002980001"]}],"id":[{"id":"10.13039\/501100003725","id-type":"DOI","asserted-by":"publisher"}]},{"name":"Korea Ministry of Environment (MOE)","award":["2018R1D1A1B07048631","2019M3E5D5066543","2016R1A6A1A03007648","2022002980001"],"award-info":[{"award-number":["2018R1D1A1B07048631","2019M3E5D5066543","2016R1A6A1A03007648","2022002980001"]}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Molecules"],"abstract":"<jats:p>The syntheses of novel 1-acyloxyindole compounds 1 and the investigations on reaction pathways are presented. Nitro ketoester substrate 2, obtained in a two-step synthetic process, underwent reduction, intramolecular addition, nucleophilic 1,5-addition, and acylation to afford 1-acyloxyindoles 1 in one pot. Based on the systematic studies, we established the optimized reaction conditions for 1 focusing on the final acylation step of the intermediate 1-hydroxyindole 8. With the optimized conditions, we succeeded in synthesizing 21 examples of new 1-acyloxyindole derivatives 1 in modest yields (Y = 24 \u2212 35%). Among the 1-acyloxyindole compounds, 1-acetoxyindole compounds 1x were generally unstable, and their yields were relatively lower than the other 1-acyloxyindoles. We expect that a bulkier alkyl or aromatic group on R2 could stabilize the 1-acyloxyindole compounds. Significantly, one-pot reactions of a four-step sequence successfully generated compounds 1 that are all new and might be difficult to be synthesized otherwise.<\/jats:p>","DOI":"10.3390\/molecules27196769","type":"journal-article","created":{"date-parts":[[2022,10,11]],"date-time":"2022-10-11T00:50:01Z","timestamp":1665449401000},"page":"6769","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":3,"title":["Syntheses of New Multisubstituted 1-Acyloxyindole Compounds"],"prefix":"10.3390","volume":"27","author":[{"given":"Ye Eun","family":"Kim","sequence":"first","affiliation":[{"name":"College of Pharmacy and Innovative Drug Center, Duksung Women\u2019s University, 33 Samyangro 144-gil, Dobong-gu, Seoul 01369, Korea"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Yoo Jin","family":"Lim","sequence":"additional","affiliation":[{"name":"College of Pharmacy and Innovative Drug Center, Duksung Women\u2019s University, 33 Samyangro 144-gil, Dobong-gu, Seoul 01369, Korea"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Chorong","family":"Kim","sequence":"additional","affiliation":[{"name":"College of Pharmacy and Innovative Drug Center, Duksung Women\u2019s University, 33 Samyangro 144-gil, Dobong-gu, Seoul 01369, Korea"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Yu Ra","family":"Jeong","sequence":"additional","affiliation":[{"name":"College of Pharmacy and Innovative Drug Center, Duksung Women\u2019s University, 33 Samyangro 144-gil, Dobong-gu, Seoul 01369, Korea"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-6117-2768","authenticated-orcid":false,"given":"Hyunsung","family":"Cho","sequence":"additional","affiliation":[{"name":"College of Pharmacy and Innovative Drug Center, Duksung Women\u2019s University, 33 Samyangro 144-gil, Dobong-gu, Seoul 01369, Korea"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-7764-7353","authenticated-orcid":false,"given":"Sang Hyup","family":"Lee","sequence":"additional","affiliation":[{"name":"College of Pharmacy and Innovative Drug Center, Duksung Women\u2019s University, 33 Samyangro 144-gil, Dobong-gu, Seoul 01369, Korea"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"1968","published-online":{"date-parts":[[2022,10,10]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","unstructured":"Acheson, R.M., Bolton, R.G., and Hunter, I. 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