{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,11,5]],"date-time":"2026-11-05T23:38:56Z","timestamp":1793921936629,"version":"4.8.0"},"reference-count":42,"publisher":"Beilstein Institut","license":[{"start":{"date-parts":[[2017,1,9]],"date-time":"2017-01-09T00:00:00Z","timestamp":1483920000000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/creativecommons.org\/licenses\/by\/4.0"},{"start":{"date-parts":[[2017,1,9]],"date-time":"2017-01-09T00:00:00Z","timestamp":1483920000000},"content-version":"am","delay-in-days":0,"URL":"http:\/\/creativecommons.org\/licenses\/by\/4.0"},{"start":{"date-parts":[[2017,1,9]],"date-time":"2017-01-09T00:00:00Z","timestamp":1483920000000},"content-version":"tdm","delay-in-days":0,"URL":"http:\/\/creativecommons.org\/licenses\/by\/4.0"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Beilstein J. Org. Chem."],"accepted":{"date-parts":[[2016,12,21]]},"abstract":"<jats:p>The Biginelli reaction was combined with the Passerini reaction for the first time in a sequential multicomponent tandem reaction approach. After evaluation of all possible linker components and a suitable solvent system, highly functionalized dihydropyrimidone\u2013\u03b1-acyloxycarboxamide compounds were obtained in good to excellent yields. In a first reaction step, different 3,4-dihydropyrimidin-2(1<jats:italic>H<\/jats:italic>)-one acids were synthesized, isolated and fully characterized. These products were subsequently used in a Passerini reaction utilizing a dichloromethane\/dimethyl sulfoxide solvent mixture. By variation of the components in both multicomponent reactions, a large number of structurally diverse compounds could be synthesized. In addition, a one-pot Biginelli\u2013Passerini tandem reaction was demonstrated. All products were carefully characterized via 1D and 2D NMR as well as IR and HRMS.<\/jats:p>","DOI":"10.3762\/bjoc.13.7","type":"journal-article","created":{"date-parts":[[2017,1,9]],"date-time":"2017-01-09T10:13:37Z","timestamp":1483956817000},"page":"54-62","source":"Crossref","is-referenced-by-count":23,"title":["Synthesis of structurally diverse 3,4-dihydropyrimidin-2(1<i>H<\/i>)-ones via sequential Biginelli and Passerini reactions"],"prefix":"10.3762","volume":"13","author":[{"given":"Andreas C","family":"Boukis","sequence":"first","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Baptiste","family":"Monney","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Michael A R","family":"Meier","sequence":"additional","affiliation":[],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"2086","published-online":{"date-parts":[[2017,1,9]]},"reference":[{"key":"ref1","doi-asserted-by":"publisher","DOI":"10.1021\/cr800296p"},{"key":"ref2","doi-asserted-by":"publisher","DOI":"10.1039\/B608235C"},{"key":"ref3","doi-asserted-by":"publisher","DOI":"10.1002\/1521-3773(20000915)39:18<3168::AID-ANIE3168>3.0.CO;2-U"},{"key":"ref4","doi-asserted-by":"publisher","DOI":"10.1039\/c2gc35635j"},{"key":"ref5","doi-asserted-by":"publisher","DOI":"10.1021\/ar800214s"},{"key":"ref6","doi-asserted-by":"publisher","DOI":"10.1002\/marc.201500717"},{"key":"ref7","doi-asserted-by":"publisher","DOI":"10.1021\/jacs.6b04425"},{"key":"ref8","doi-asserted-by":"publisher","DOI":"10.1002\/macp.201500291"},{"key":"ref9","volume-title":"Multicomponent reactions","author":"Zhu","year":"2006"},{"key":"ref10","doi-asserted-by":"publisher","DOI":"10.1002\/cber.189102401228"},{"key":"ref11","doi-asserted-by":"publisher","DOI":"10.1002\/ejoc.201100661"},{"key":"ref12","doi-asserted-by":"publisher","DOI":"10.1016\/S0223-5234(00)01189-2"},{"key":"ref13","doi-asserted-by":"publisher","DOI":"10.3923\/ijbc.2015.148.177"},{"key":"ref14","first-page":"1","volume":"2","author":"Selvam","year":"2012","journal-title":"Research in Pharmacy"},{"key":"ref15","doi-asserted-by":"publisher","DOI":"10.18433\/J3Q01V"},{"key":"ref16","doi-asserted-by":"publisher","DOI":"10.1021\/jo971010u"},{"key":"ref17","doi-asserted-by":"publisher","DOI":"10.1021\/acs.joc.5b00407"},{"key":"ref18","doi-asserted-by":"publisher","DOI":"10.1039\/C4RA10651B"},{"key":"ref19","doi-asserted-by":"publisher","DOI":"10.1021\/ja01336a054"},{"key":"ref20","doi-asserted-by":"publisher","DOI":"10.1021\/ja00807a040"},{"key":"ref21","first-page":"126","volume":"51","author":"Passerini","year":"1921","journal-title":"Gazzetta Chimica Italiana"},{"key":"ref22","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200601872"},{"key":"ref23","doi-asserted-by":"publisher","DOI":"10.1021\/cr950027e"},{"key":"ref24","doi-asserted-by":"publisher","DOI":"10.1021\/cr950023+"},{"key":"ref25","doi-asserted-by":"publisher","DOI":"10.1039\/C3GC41960F"},{"key":"ref26","doi-asserted-by":"publisher","DOI":"10.1002\/asia.200900458"},{"key":"ref27","doi-asserted-by":"publisher","DOI":"10.1021\/ja069820n"},{"key":"ref28","doi-asserted-by":"publisher","DOI":"10.1039\/c3cs35505e"},{"key":"ref29","doi-asserted-by":"publisher","DOI":"10.1039\/c4gc00013g"},{"key":"ref30","doi-asserted-by":"publisher","DOI":"10.1016\/S0040-4039(02)02619-9"},{"key":"ref31","doi-asserted-by":"publisher","DOI":"10.1016\/S0040-4039(03)01119-5"},{"key":"ref32","doi-asserted-by":"publisher","DOI":"10.1002\/ejoc.201000808"},{"key":"ref33","doi-asserted-by":"publisher","DOI":"10.1002\/anie.200902683"},{"key":"ref34","doi-asserted-by":"publisher","DOI":"10.1039\/b927388c"},{"key":"ref35","doi-asserted-by":"publisher","DOI":"10.1074\/jbc.M404857200"},{"key":"ref36","doi-asserted-by":"publisher","DOI":"10.1055\/s-2006-949648"},{"key":"ref37","doi-asserted-by":"publisher","DOI":"10.1021\/acsmacrolett.5b00637"},{"key":"ref38","doi-asserted-by":"publisher","DOI":"10.1016\/S0040-4039(01)00863-2"},{"key":"ref39","doi-asserted-by":"publisher","DOI":"10.1002\/anie.201509398"},{"key":"ref40","doi-asserted-by":"publisher","DOI":"10.1038\/natrevmats.2016.24"},{"key":"ref41","doi-asserted-by":"publisher","DOI":"10.1039\/c2cs35157a"},{"key":"ref42","doi-asserted-by":"publisher","DOI":"10.1039\/c3ra46951d"}],"container-title":["Beilstein Journal of Organic Chemistry"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.beilstein-journals.org\/bjoc\/articles\/13\/7","content-type":"text\/html","content-version":"vor","intended-application":"text-mining"},{"URL":"https:\/\/www.beilstein-journals.org\/bjoc\/content\/pdf\/1860-5397-13-7.pdf","content-type":"application\/pdf","content-version":"vor","intended-application":"text-mining"},{"URL":"http:\/\/www.beilstein-journals.org\/bjoc\/content\/13\/1\/7","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"},{"URL":"https:\/\/www.beilstein-journals.org\/bjoc\/articles\/13\/7","content-type":"text\/html","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2021,6,23]],"date-time":"2021-06-23T17:18:10Z","timestamp":1624468690000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.beilstein-journals.org\/bjoc\/articles\/13\/7"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2017,1,9]]},"references-count":42,"URL":"https:\/\/doi.org\/10.3762\/bjoc.13.7","archive":["Portico"],"relation":{},"ISSN":["1860-5397"],"issn-type":[{"value":"1860-5397","type":"electronic"}],"subject":[],"published":{"date-parts":[[2017,1,9]]}}}