{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,14]],"date-time":"2026-10-14T22:03:53Z","timestamp":1792015433858,"version":"4.4.0"},"reference-count":43,"publisher":"American Chemical Society (ACS)","issue":"3","license":[{"start":{"date-parts":[[2026,1,13]],"date-time":"2026-01-13T00:00:00Z","timestamp":1768262400000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-029"},{"start":{"date-parts":[[2026,1,13]],"date-time":"2026-01-13T00:00:00Z","timestamp":1768262400000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-037"},{"start":{"date-parts":[[2026,1,13]],"date-time":"2026-01-13T00:00:00Z","timestamp":1768262400000},"content-version":"stm-asf","delay-in-days":0,"URL":"https:\/\/doi.org\/10.15223\/policy-045"}],"funder":[{"DOI":"10.13039\/501100007684","name":"Ministry of Education and Science of Ukraine","doi-asserted-by":"publisher","award":["0123U102102"],"award-info":[{"award-number":["0123U102102"]}],"id":[{"id":"10.13039\/501100007684","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/501100004742","name":"National Academy of Sciences of Ukraine","doi-asserted-by":"publisher","award":["0120U104905"],"award-info":[{"award-number":["0120U104905"]}],"id":[{"id":"10.13039\/501100004742","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["J. Org. Chem."],"published-print":{"date-parts":[[2026,1,23]]},"DOI":"10.1021\/acs.joc.5c02273","type":"journal-article","created":{"date-parts":[[2026,1,13]],"date-time":"2026-01-13T09:12:11Z","timestamp":1768295531000},"page":"1297-1312","source":"Crossref","is-referenced-by-count":1,"title":["Expanding the Synthetic Scope of Rawal\u2019s Diene: Access to Pyran and Pyrazole Derivatives"],"prefix":"10.1021","volume":"91","author":[{"given":"Oleksii I.","family":"Shamrai","sequence":"first","affiliation":[{"name":"Enamine Ltd, 78 Winston Churchill str., 02094 Kyiv, Ukraine"},{"name":"Institute of Organic Chemistry, NAS of Ukraine, 5 Academic Kukhar str., 02094 Kyiv, Ukraine"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Eugeniy N.","family":"Ostapchuk","sequence":"additional","affiliation":[{"name":"Enamine Ltd, 78 Winston Churchill str., 02094 Kyiv, Ukraine"},{"name":"Taras Shevchenko National University of Kyiv, 60 Volodymyrska str., 01033 Kyiv, Ukraine"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-4505-3646","authenticated-orcid":true,"given":"Dmytro O.","family":"Leha","sequence":"additional","affiliation":[{"name":"Enamine Ltd, 78 Winston Churchill str., 02094 Kyiv, Ukraine"},{"name":"Taras Shevchenko National University of Kyiv, 60 Volodymyrska str., 01033 Kyiv, Ukraine"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Evgenij V.","family":"Zarudnitskii","sequence":"additional","affiliation":[{"name":"Institute of Organic Chemistry, NAS of Ukraine, 5 Academic Kukhar str., 02094 Kyiv, Ukraine"},{"name":"National Technical University of Ukraine \u201cIgor Sikorsky Kyiv Polytechnic Institute\u201d, 37 Beresteiskyi Ave., 03056 Kyiv, Ukraine"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-6519-1467","authenticated-orcid":true,"given":"Dmytro M.","family":"Volochnyuk","sequence":"additional","affiliation":[{"name":"Enamine Ltd, 78 Winston Churchill str., 02094 Kyiv, Ukraine"},{"name":"Institute of Organic Chemistry, NAS of Ukraine, 5 Academic Kukhar str., 02094 Kyiv, Ukraine"},{"name":"Taras Shevchenko National University of Kyiv, 60 Volodymyrska str., 01033 Kyiv, Ukraine"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-4281-8268","authenticated-orcid":true,"given":"Serhiy V.","family":"Ryabukhin","sequence":"additional","affiliation":[{"name":"Enamine Ltd, 78 Winston Churchill str., 02094 Kyiv, Ukraine"},{"name":"Institute of Organic Chemistry, NAS of Ukraine, 5 Academic Kukhar str., 02094 Kyiv, Ukraine"},{"name":"Taras Shevchenko National University of Kyiv, 60 Volodymyrska str., 01033 Kyiv, Ukraine"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"316","published-online":{"date-parts":[[2026,1,13]]},"reference":[{"key":"ref1\/cit1","doi-asserted-by":"publisher","DOI":"10.1021\/acs.jmedchem.2c00473"},{"key":"ref2\/cit2","doi-asserted-by":"publisher","DOI":"10.1021\/jm4017625"},{"key":"ref3\/cit3","doi-asserted-by":"publisher","DOI":"10.3390\/molecules30030482"},{"key":"ref4\/cit4","doi-asserted-by":"publisher","DOI":"10.1016\/j.ejmech.2021.113284"},{"key":"ref5\/cit5a","doi-asserted-by":"publisher","DOI":"10.1021\/op900163a"},{"key":"ref5\/cit5b","doi-asserted-by":"publisher","DOI":"10.1021\/op500135x"},{"key":"ref5\/cit5c","doi-asserted-by":"publisher","DOI":"10.1021\/acs.oprd.0c00557"},{"key":"ref6\/cit6","doi-asserted-by":"publisher","DOI":"10.1021\/acsomega.2c04765"},{"key":"ref7\/cit7","doi-asserted-by":"publisher","DOI":"10.1002\/ajoc.202500116"},{"key":"ref8\/cit8a","doi-asserted-by":"publisher","DOI":"10.1021\/ja00832a031"},{"key":"ref8\/cit8b","volume-title":"Encyclopedia of Reagents for Organic Synthesis","author":"Kitahara T.","year":"2001"},{"key":"ref8\/cit8c","doi-asserted-by":"publisher","DOI":"10.1016\/j.tetasy.2017.10.030"},{"key":"ref9\/cit9","doi-asserted-by":"publisher","DOI":"10.1002\/1521-3773(20020503)41:9<1581::AID-ANIE1581>3.0.CO;2-F"},{"key":"ref10\/cit10a","doi-asserted-by":"publisher","DOI":"10.1021\/ol006404d"},{"key":"ref10\/cit10b","doi-asserted-by":"publisher","DOI":"10.1021\/ja0267627"},{"key":"ref11\/cit11","doi-asserted-by":"publisher","DOI":"10.1038\/424146a"},{"key":"ref12\/cit12","doi-asserted-by":"publisher","DOI":"10.1021\/acs.oprd.5c00039"},{"key":"ref13\/cit13","doi-asserted-by":"publisher","DOI":"10.26434\/chemrxiv-2025-nqtpf"},{"key":"ref14\/cit14","doi-asserted-by":"publisher","DOI":"10.1016\/j.tetlet.2011.09.100"},{"key":"ref15\/cit15","doi-asserted-by":"publisher","DOI":"10.1002\/chem.201404144"},{"key":"ref16\/cit16a","doi-asserted-by":"publisher","DOI":"10.1016\/S0040-4039(00)91880-X"},{"key":"ref16\/cit16b","doi-asserted-by":"publisher","DOI":"10.1021\/acs.orglett.1c03353"},{"key":"ref17\/cit17","doi-asserted-by":"publisher","DOI":"10.1016\/j.bmcl.2019.07.004"},{"key":"ref18\/cit18a","doi-asserted-by":"publisher","DOI":"10.1021\/jo00039a019"},{"key":"ref18\/cit18b","doi-asserted-by":"publisher","DOI":"10.1016\/0957-4166(96)00261-3"},{"key":"ref18\/cit18c","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200453821"},{"key":"ref18\/cit18d","doi-asserted-by":"publisher","DOI":"10.1021\/ml500341w"},{"key":"ref18\/cit18e","doi-asserted-by":"publisher","DOI":"10.1016\/j.bmc.2015.10.003"},{"key":"ref19\/cit19","doi-asserted-by":"publisher","DOI":"10.1021\/jo970256w"},{"key":"ref20\/cit20a","doi-asserted-by":"publisher","DOI":"10.1016\/S0920-5861(02)00375-9"},{"key":"ref20\/cit20b","doi-asserted-by":"publisher","DOI":"10.1021\/acs.iecr.9b06087"},{"key":"ref20\/cit20c","doi-asserted-by":"publisher","DOI":"10.1021\/acs.oprd.0c00536"},{"key":"ref20\/cit20d","doi-asserted-by":"publisher","DOI":"10.24959\/ophcj.22.268505"},{"key":"ref21\/cit21","doi-asserted-by":"publisher","DOI":"10.1021\/acs.joc.1c00148"},{"key":"ref22\/cit22","unstructured":"Masse, C. E.; Greenwood, J. R.; Romero, D. L.; Harriman, G. C.; Wester, R. T.; Shelley, M.; Kennedy-Smith, J. J.; Dahlgren, M.; Mondal, S. U.S. Patent TYK2 Inhibitors and Uses Thereof. WO2017\/40757, March 03, 2017."},{"key":"ref23\/cit23","unstructured":"Hoekstra, W. J.; Rafferty, S. W.; Yates, C. M.; Schotzinger, R. J.; Loso, M.; Sullenberger, M. Metalloenzyme Inhibitor Compounds. U.S. Patent WO2012\/177603, December 27, 2012."},{"key":"ref24\/cit24","unstructured":"Trzoss, L.; Dong, Q.; Kaldor, S. W.; Hoffman, R. L. MK2 Inhibitors and Uses Thereof. U.S. Patent WO2022\/212489, October 06, 2022."},{"key":"ref25\/cit25","doi-asserted-by":"publisher","DOI":"10.1007\/BF00473962"},{"key":"ref26\/cit26a","doi-asserted-by":"publisher","DOI":"10.1002\/jhet.5570160408"},{"key":"ref26\/cit26b","doi-asserted-by":"publisher","DOI":"10.1016\/j.tetlet.2004.06.031"},{"key":"ref26\/cit26c","doi-asserted-by":"publisher","DOI":"10.1016\/j.tet.2022.133070"},{"key":"ref27\/cit27","doi-asserted-by":"publisher","DOI":"10.1002\/slct.201600131"},{"key":"ref28\/cit28","doi-asserted-by":"publisher","DOI":"10.3390\/molecules20046153"}],"container-title":["The Journal of Organic Chemistry"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/pubs.acs.org\/doi\/pdf\/10.1021\/acs.joc.5c02273","content-type":"application\/pdf","content-version":"vor","intended-application":"unspecified"},{"URL":"https:\/\/pubs.acs.org\/doi\/pdf\/10.1021\/acs.joc.5c02273","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2026,1,23]],"date-time":"2026-01-23T09:14:33Z","timestamp":1769159673000},"score":1,"resource":{"primary":{"URL":"https:\/\/pubs.acs.org\/doi\/10.1021\/acs.joc.5c02273"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2026,1,13]]},"references-count":43,"journal-issue":{"issue":"3","published-print":{"date-parts":[[2026,1,23]]}},"alternative-id":["10.1021\/acs.joc.5c02273"],"URL":"https:\/\/doi.org\/10.1021\/acs.joc.5c02273","relation":{"has-preprint":[{"id-type":"doi","id":"10.26434\/chemrxiv-2025-nqtpf","asserted-by":"object"}]},"ISSN":["0022-3263","1520-6904"],"issn-type":[{"value":"0022-3263","type":"print"},{"value":"1520-6904","type":"electronic"}],"subject":[],"published":{"date-parts":[[2026,1,13]]}}}