{"id":4169,"date":"2026-02-09T12:04:05","date_gmt":"2026-02-09T12:04:05","guid":{"rendered":"https:\/\/quibio.web.uah.es\/group\/?p=4169"},"modified":"2026-02-09T12:04:05","modified_gmt":"2026-02-09T12:04:05","slug":"org-biomol-chem-2026","status":"publish","type":"post","link":"https:\/\/quibio.web.uah.es\/group\/org-biomol-chem-2026\/","title":{"rendered":"Org. Biomol. Chem. 2026"},"content":{"rendered":"<h1 id=\"sect180\"><span class=\"title_heading\">Enantioselective copper(<span class=\"small_caps\">II<\/span>) catalysed (4 + 1) cycloaddition of aza-<span class=\"italic\">o<\/span>-quinone methides and bromomalonates. Facile access to enantioenriched indolines<\/span><\/h1>\n<p><span class=\"bold\">Sergio Torres-Oya<\/span>,\u00a0<span class=\"bold\">Manuel A. Fern\u00e1ndez-Rodr\u00edguez<\/span>*<span class=\"bold\">\u00a0and\u00a0<\/span><span class=\"bold\">Mercedes Zurro<\/span>*<\/p>\n<p>Optically active indolines are valuable structural motifs present in numerous naturally occurring and biologically active molecules. Although several methodologies have been reported in the literature for the synthesis of chiral indolines, many of them rely on the hydrogenation of indoles using expensive metal catalysts. In this report, a copper(<span class=\"small_caps\">II<\/span>)-catalysed enantioselective (4 + 1) cycloaddition of aza-<span class=\"italic\">o<\/span>-quinone methides (aza-<span class=\"italic\">o<\/span>-QMs) with bromomalonates to access indolines is described. The reactive aza-<span class=\"italic\">o<\/span>-QMs are generated\u00a0<span class=\"italic\">in situ<\/span>\u00a0from simple and easily accessible 2-chloromethyl arylsulfonamides under basic conditions, and subsequently undergo cyclization with the\u00a0<span class=\"italic\">in situ<\/span>\u00a0formed bromomalonate anion to deliver diverse chiral indoline derivatives in up to 69% yields and 96<img decoding=\"async\" class=\"charmap\" src=\"https:\/\/www.rsc.org\/images\/entities\/char_2009.gif\" alt=\"[thin space (1\/6-em)]\" \/>:<img decoding=\"async\" class=\"charmap\" src=\"https:\/\/www.rsc.org\/images\/entities\/char_2009.gif\" alt=\"[thin space (1\/6-em)]\" \/>4 er. Scale up and further derivatizations occurred without erosion of enantioselectivity, showing the robustness of this methodology.<\/p>\n<p><img loading=\"lazy\" decoding=\"async\" class=\"alignnone size-full wp-image-4170\" src=\"https:\/\/quibio.web.uah.es\/group\/wp-content\/uploads\/Org.Bio_.Chem2026.gif\" alt=\"\" width=\"378\" height=\"161\" \/><\/p>\n<p>Org. Biomol. Chem. 2026<br \/>\nDOI: <a class=\"epub-doi\" href=\"https:\/\/doi.org\/10.1039\/D6OB00091F\" aria-label=\"Digital Object Identifier for enSynthesis of Polysubstituted Naphthalenes via Metal-Free Borylative Cyclization of o-Alkynylstyrenes link\">https:\/\/doi.org\/<\/a><a title=\"Link to landing page via DOI\" href=\"https:\/\/doi.org\/10.1039\/D6OB00091F\" target=\"_blank\" rel=\"noopener\">10.1039\/D6OB00091F<\/a><a class=\"epub-doi\" href=\"https:\/\/doi.org\/10.1021\/acs.orglett.5c04454\" aria-label=\"Digital Object Identifier for enSynthesis of Polysubstituted Naphthalenes via Metal-Free Borylative Cyclization of o-Alkynylstyrenes link\">\u00a0<\/a><\/p>\n","protected":false},"excerpt":{"rendered":"<p>Enantioselective copper(II) catalysed (4 + 1) cycloaddition of aza-o-quinone methides and bromomalonates. Facile access to enantioenriched indolines Sergio Torres-Oya,\u00a0Manuel A. Fern\u00e1ndez-Rodr\u00edguez*\u00a0and\u00a0Mercedes Zurro* Optically active indolines are valuable structural motifs present in numerous naturally occurring and biologically active molecules. Although several methodologies have been reported in the literature for the synthesis of chiral indolines, many of &hellip; <a href=\"https:\/\/quibio.web.uah.es\/group\/org-biomol-chem-2026\/\" class=\"more-link\">Continue reading <span class=\"screen-reader-text\">Org. Biomol. Chem. 2026<\/span> <span class=\"meta-nav\">&rarr;<\/span><\/a><\/p>\n","protected":false},"author":4,"featured_media":0,"comment_status":"closed","ping_status":"closed","sticky":false,"template":"","format":"standard","meta":{"footnotes":""},"categories":[18],"tags":[],"class_list":["post-4169","post","type-post","status-publish","format-standard","hentry","category-noticias"],"_links":{"self":[{"href":"https:\/\/quibio.web.uah.es\/group\/wp-json\/wp\/v2\/posts\/4169","targetHints":{"allow":["GET"]}}],"collection":[{"href":"https:\/\/quibio.web.uah.es\/group\/wp-json\/wp\/v2\/posts"}],"about":[{"href":"https:\/\/quibio.web.uah.es\/group\/wp-json\/wp\/v2\/types\/post"}],"author":[{"embeddable":true,"href":"https:\/\/quibio.web.uah.es\/group\/wp-json\/wp\/v2\/users\/4"}],"replies":[{"embeddable":true,"href":"https:\/\/quibio.web.uah.es\/group\/wp-json\/wp\/v2\/comments?post=4169"}],"version-history":[{"count":1,"href":"https:\/\/quibio.web.uah.es\/group\/wp-json\/wp\/v2\/posts\/4169\/revisions"}],"predecessor-version":[{"id":4171,"href":"https:\/\/quibio.web.uah.es\/group\/wp-json\/wp\/v2\/posts\/4169\/revisions\/4171"}],"wp:attachment":[{"href":"https:\/\/quibio.web.uah.es\/group\/wp-json\/wp\/v2\/media?parent=4169"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/quibio.web.uah.es\/group\/wp-json\/wp\/v2\/categories?post=4169"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/quibio.web.uah.es\/group\/wp-json\/wp\/v2\/tags?post=4169"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}