{"id":4150,"date":"2023-02-20T14:01:14","date_gmt":"2023-02-20T12:01:14","guid":{"rendered":"https:\/\/ospt.osi.lv\/?p=4150"},"modified":"2023-06-26T21:41:45","modified_gmt":"2023-06-26T19:41:45","slug":"simple-and-scalable-electrosynthesis-of-1h-1-hydroxy-quinazolin-4-ones","status":"publish","type":"post","link":"https:\/\/ospt.osi.lv\/simple-and-scalable-electrosynthesis-of-1h-1-hydroxy-quinazolin-4-ones\/","title":{"rendered":"42. Simple and scalable electrosynthesis of 1H-1-hydroxy-quinazolin-4-ones"},"content":{"rendered":"<div class=\"wpb-content-wrapper\"><p>[vc_row][vc_column][vc_column_text]Koleda, O.; Prenzel, T,; Winter, J.; Hirohata, T.; G\u00e1lvez-V\u00e1zquez, J.; Schollmeyer, D.; Inagi, S.; Suna, E.; Waldvogel, S. R.; <em>Chem. Sci.<\/em> <strong>2023<\/strong>, <em> 14, <\/em> 2669-2675. DOI: <a title=\"Simple and scalable electrosynthesis of 1H-1-hydroxy-quinazolin-4-ones\" href=\"https:\/\/doi.org\/10.1039\/D3SC00266G\" target=\"_blank\" rel=\"nofollow noopener\">10.1039\/D3SC00266G<\/a><\/p>\n<p><!--more--><\/p>\n<h4>Abstract<\/h4>\n<p style=\"text-align: justify;\">Cathodic synthesis provides sustainable access to 1-hydroxy- and 1-oxy-quinazolin-4-ones from easily accessible nitro starting materials. Mild reaction conditions, inexpensive and reusable carbon-based electrode materials, an undivided electrochemical setup, and constant current conditions characterise this method. Sulphuric acid is used as a simple supporting electrolyte as well as a catalyst for cyclisation. The broad applicability of this protocol is demonstrated in 27 differently substituted derivatives in high yields of up to 92%. Moreover, mechanistic studies based on cyclic voltammetry measurements highlight a selective reduction of the nitro substrate to hydroxylamine as a key step. The relevance for preparative applications is demonstrated by a 100-fold scale-up for gram-scale electrolysis.<\/p>\n<p>[\/vc_column_text][\/vc_column][\/vc_row]<\/p>\n<\/div>","protected":false},"excerpt":{"rendered":"<p>[vc_row][vc_column][vc_column_text]Koleda, O.; Prenzel, T,; Winter, J.; Hirohata, T.; G\u00e1lvez-V\u00e1zquez, J.; Schollmeyer, D.; Inagi, S.; Suna, E.; Waldvogel, S. R.; Chem. Sci. 2023, 14, 2669-2675. DOI: 10.1039\/D3SC00266G<\/p>\n","protected":false},"author":1,"featured_media":4151,"comment_status":"closed","ping_status":"open","sticky":false,"template":"","format":"image","meta":{"_exactmetrics_skip_tracking":false,"_exactmetrics_sitenote_active":false,"_exactmetrics_sitenote_note":"","_exactmetrics_sitenote_category":0,"footnotes":""},"categories":[43,16],"tags":[],"aioseo_notices":[],"_links":{"self":[{"href":"https:\/\/ospt.osi.lv\/wp-json\/wp\/v2\/posts\/4150"}],"collection":[{"href":"https:\/\/ospt.osi.lv\/wp-json\/wp\/v2\/posts"}],"about":[{"href":"https:\/\/ospt.osi.lv\/wp-json\/wp\/v2\/types\/post"}],"author":[{"embeddable":true,"href":"https:\/\/ospt.osi.lv\/wp-json\/wp\/v2\/users\/1"}],"replies":[{"embeddable":true,"href":"https:\/\/ospt.osi.lv\/wp-json\/wp\/v2\/comments?post=4150"}],"version-history":[{"count":3,"href":"https:\/\/ospt.osi.lv\/wp-json\/wp\/v2\/posts\/4150\/revisions"}],"predecessor-version":[{"id":4201,"href":"https:\/\/ospt.osi.lv\/wp-json\/wp\/v2\/posts\/4150\/revisions\/4201"}],"wp:featuredmedia":[{"embeddable":true,"href":"https:\/\/ospt.osi.lv\/wp-json\/wp\/v2\/media\/4151"}],"wp:attachment":[{"href":"https:\/\/ospt.osi.lv\/wp-json\/wp\/v2\/media?parent=4150"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/ospt.osi.lv\/wp-json\/wp\/v2\/categories?post=4150"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/ospt.osi.lv\/wp-json\/wp\/v2\/tags?post=4150"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}