{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,7,30]],"date-time":"2026-07-30T15:57:03Z","timestamp":1785427023072,"version":"3.56.0"},"reference-count":20,"publisher":"Beilstein Institut","license":[{"start":{"date-parts":[[2026,3,24]],"date-time":"2026-03-24T00:00:00Z","timestamp":1774310400000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0"},{"start":{"date-parts":[[2026,3,24]],"date-time":"2026-03-24T00:00:00Z","timestamp":1774310400000},"content-version":"am","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0"},{"start":{"date-parts":[[2026,3,24]],"date-time":"2026-03-24T00:00:00Z","timestamp":1774310400000},"content-version":"tdm","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Beilstein J. Org. Chem."],"accepted":{"date-parts":[[2026,2,17]]},"abstract":"<jats:p>\n                    In addition to new acetophenones and 2\n                    <jats:italic>H<\/jats:italic>\n                    -chromenes, the dichlormethane extract from leaves of\n                    <jats:italic>Melicope barbigera<\/jats:italic>\n                    A. Gray (Rutaceae) afforded a mixture of the isomeric melifoliones A (\n                    <jats:bold>1<\/jats:bold>\n                    ) and B (\n                    <jats:bold>2<\/jats:bold>\n                    ) as well as an oxidation product of\n                    <jats:bold>2<\/jats:bold>\n                    , whose structure was elucidated as the\n                    <jats:italic>para<\/jats:italic>\n                    -quinol\n                    <jats:bold>4<\/jats:bold>\n                    . For an independent synthesis of\n                    <jats:bold>4<\/jats:bold>\n                    and its possible isomer\n                    <jats:bold>3<\/jats:bold>\n                    , the required compounds\n                    <jats:bold>1<\/jats:bold>\n                    and\n                    <jats:bold>2<\/jats:bold>\n                    were synthesized as a mixture of the isomers starting from chromene\n                    <jats:bold>5<\/jats:bold>\n                    , briefly heated in a closed microwave apparatus with catalytic amounts of acetic acid. Forced heating of\n                    <jats:bold>5<\/jats:bold>\n                    in acetic acid or use of stronger acids lead to the benzoxocin derivatives\n                    <jats:bold>6<\/jats:bold>\n                    and\n                    <jats:bold>7<\/jats:bold>\n                    . Oxidation of melifoliones\n                    <jats:bold>1<\/jats:bold>\n                    and\n                    <jats:bold>2<\/jats:bold>\n                    under a great variety of oxidants and conditions failed to give\n                    <jats:bold>3<\/jats:bold>\n                    and\n                    <jats:bold>4<\/jats:bold>\n                    . Iodine-containing oxidants yielded the products\n                    <jats:bold>8<\/jats:bold>\n                    ,\n                    <jats:bold>9<\/jats:bold>\n                    , and\n                    <jats:bold>10<\/jats:bold>\n                    . Combined oxidation with hydrogen peroxide and ferricyanide in alkaline solution resulted in an unexpected contraction of the acetyl phenol to a furanone ring, forming the derivatives\n                    <jats:bold>11<\/jats:bold>\n                    and\n                    <jats:bold>12<\/jats:bold>\n                    , whose structures were confirmed by X-ray analysis. A hypothetical mechanism for the oxidative ring contraction is proposed.\n                    <jats:bold>11<\/jats:bold>\n                    and\n                    <jats:bold>12<\/jats:bold>\n                    are the first representatives of new heterocyclic ring systems that have not previously been described in the literature.\n                  <\/jats:p>","DOI":"10.3762\/bjoc.22.39","type":"journal-article","created":{"date-parts":[[2026,3,24]],"date-time":"2026-03-24T10:39:46Z","timestamp":1774348786000},"page":"535-546","source":"Crossref","is-referenced-by-count":0,"title":["Melifoliox B, a novel phloroglucin derivative isolated from\n                    <i>Melicope barbigera<\/i>\n                    (Rutaceae) and synthesis of new oxidation products from melifoliones A and B"],"prefix":"10.3762","volume":"22","author":[{"ORCID":"https:\/\/orcid.org\/0009-0007-7329-386X","authenticated-orcid":false,"given":"Horst","family":"Weber","sequence":"first","affiliation":[{"id":[{"id":"https:\/\/ror.org\/024z2rq82","id-type":"ROR","asserted-by":"publisher"},{"id":"https:\/\/www.isni.org\/0000000121769917","id-type":"ISNI","asserted-by":"publisher"}]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Kim-Thao","family":"Tran-Cong","sequence":"additional","affiliation":[{"id":[{"id":"https:\/\/ror.org\/024z2rq82","id-type":"ROR","asserted-by":"publisher"},{"id":"https:\/\/www.isni.org\/0000000121769917","id-type":"ISNI","asserted-by":"publisher"}]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-8695-5518","authenticated-orcid":false,"given":"Bernhard","family":"Mayer","sequence":"additional","affiliation":[{"id":[{"id":"https:\/\/ror.org\/024z2rq82","id-type":"ROR","asserted-by":"publisher"},{"id":"https:\/\/www.isni.org\/0000000121769917","id-type":"ISNI","asserted-by":"publisher"}]}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Guido 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