{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,2]],"date-time":"2026-09-02T01:19:16Z","timestamp":1788311956898,"version":"build-2803163510"},"reference-count":45,"publisher":"Wiley","issue":"11","license":[{"start":{"date-parts":[[2020,11,5]],"date-time":"2020-11-05T00:00:00Z","timestamp":1604534400000},"content-version":"vor","delay-in-days":4,"URL":"http:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"content-domain":{"domain":["chemistry-europe.onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["ChemistryOpen"],"published-print":{"date-parts":[[2020,11]]},"abstract":"<jats:title>Abstract<\/jats:title><jats:p>A microwave\u2010based methodology facilitates reaction of 2\u2010aminophenylketones with cyclic ketones to form a quinoline scaffold. Syntheses of amido\u2010 and amino\u2010linked 17\u03b2\u2010hydroxysteroid dehydrogenase type 3 inhibitors with a benzophenone\u2010linked motif were pursued using 2\u2010aminobenzophenone as building block. Two amido\u2010linked targets were achieved in modest yield, but when using microwave\u2010assisted reductive amination for the amino\u2010linked counterparts an unexpected product was observed. X\u2010ray crystallography revealed it as a quinoline derivative, leading to optimisation of a simple and efficient modification of Friedl\u00e4nder methodology. Using reagents and acetic acid catalyst in organic solvent the unassisted reaction proceeds only over several days and in very poor yield. However, by employing neat acetic acid as both solvent and acid catalyst with microwave irradiation at 160\u2009\u00b0C quinoline synthesis is achieved in 5 minutes in excellent yield. This has advantages over the previously reported high temperatures or strong acids required, not least given the green credentials of acetic acid, and examples using diverse ketones illustrate applicability. Additionally, the unassisted reaction proceeds effectively at room temperature, albeit much more slowly.<\/jats:p>","DOI":"10.1002\/open.202000247","type":"journal-article","created":{"date-parts":[[2020,11,5]],"date-time":"2020-11-05T08:57:13Z","timestamp":1604566633000},"page":"1113-1122","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":11,"title":["Rapid and Efficient Microwave\u2010Assisted Friedl\u00e4nder Quinoline Synthesis"],"prefix":"10.1002","volume":"9","author":[{"given":"Helen V.","family":"Bailey","sequence":"first","affiliation":[{"name":"Medicinal Chemistry Department of Pharmacy &amp; Pharmacology University of Bath  Claverton Down Bath BA2 7AY UK"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Mary F.","family":"Mahon","sequence":"additional","affiliation":[{"name":"Department of Chemistry University of Bath  Claverton Down Bath BA2 7AY UK"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Nigel","family":"Vicker","sequence":"additional","affiliation":[{"name":"Medicinal Chemistry Department of Pharmacy &amp; Pharmacology University of Bath  Claverton Down Bath BA2 7AY UK"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-3255-9135","authenticated-orcid":false,"given":"Barry V. 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