{"id":1267,"date":"2018-01-21T01:47:23","date_gmt":"2018-01-21T00:47:23","guid":{"rendered":"https:\/\/cosys.chimie.unistra.fr\/?page_id=1267"},"modified":"2018-04-28T11:01:17","modified_gmt":"2018-04-28T10:01:17","slug":"organic-synthesis","status":"publish","type":"page","link":"https:\/\/cosys.chimie.unistra.fr\/?page_id=1267","title":{"rendered":"Organic Synthesis"},"content":{"rendered":"<p><img loading=\"lazy\" decoding=\"async\" class=\"aligncenter wp-image-1665\" src=\"https:\/\/cosys.chimie.unistra.fr\/wp-content\/uploads\/2018\/04\/Organic-Synthesis.png\" alt=\"\" width=\"150\" height=\"159\" srcset=\"https:\/\/cosys.chimie.unistra.fr\/wp-content\/uploads\/2018\/04\/Organic-Synthesis.png 595w, https:\/\/cosys.chimie.unistra.fr\/wp-content\/uploads\/2018\/04\/Organic-Synthesis-283x300.png 283w\" sizes=\"auto, (max-width: 150px) 100vw, 150px\" \/><\/p>\n<p style=\"text-align: justify;\">2-Carboxylated aza-rings have been synthesized in two steps through a highly selective monohalogenation of <em>N<\/em>-sulfonylated lactams of various ring sizes (from 5- to 8-membered rings). The selective monohalogenation of <em>N<\/em>-sulfonyl lactams has been achieved in modest to excellent yields (9 examples, 39-96%) using <em>N<\/em>-halogenosuccinimides via the in situ generation of trimethylsilyl ketene aminal derivatives. The so-obtained \u03b1-halogeno <em>N<\/em>-sulfonyl lactams were engaged in a ring opening\/ring closing reaction in the presence of various alcohols or anilines under basic conditions affording 2-carboxylated aza-rings, such as azetidine, pyrrolidine or piperidine derivatives in high yields (19 examples, 19-99%).<\/p>\n<p><img loading=\"lazy\" decoding=\"async\" class=\"aligncenter wp-image-1765 size-full\" title=\"Ring contraction\" src=\"https:\/\/cosys.chimie.unistra.fr\/wp-content\/uploads\/2018\/04\/Diapositive9.png\" alt=\"\" width=\"993\" height=\"192\" srcset=\"https:\/\/cosys.chimie.unistra.fr\/wp-content\/uploads\/2018\/04\/Diapositive9.png 993w, https:\/\/cosys.chimie.unistra.fr\/wp-content\/uploads\/2018\/04\/Diapositive9-300x58.png 300w, https:\/\/cosys.chimie.unistra.fr\/wp-content\/uploads\/2018\/04\/Diapositive9-768x148.png 768w\" sizes=\"auto, (max-width: 993px) 100vw, 993px\" \/><\/p>\n<p>&nbsp;<\/p>\n<p>&nbsp;<\/p>\n","protected":false},"excerpt":{"rendered":"<p>2-Carboxylated aza-rings have been synthesized in two steps through a highly selective monohalogenation of N-sulfonylated lactams of various ring sizes (from 5- to 8-membered rings). The selective monohalogenation of N-sulfonyl lactams has been achieved in modest to excellent yields (9 examples, 39-96%) using N-halogenosuccinimides via the in situ generation of trimethylsilyl ketene aminal derivatives. The [&hellip;]<\/p>\n","protected":false},"author":2,"featured_media":0,"parent":0,"menu_order":0,"comment_status":"closed","ping_status":"closed","template":"","meta":{"footnotes":""},"class_list":["post-1267","page","type-page","status-publish","hentry"],"_links":{"self":[{"href":"https:\/\/cosys.chimie.unistra.fr\/index.php?rest_route=\/wp\/v2\/pages\/1267","targetHints":{"allow":["GET"]}}],"collection":[{"href":"https:\/\/cosys.chimie.unistra.fr\/index.php?rest_route=\/wp\/v2\/pages"}],"about":[{"href":"https:\/\/cosys.chimie.unistra.fr\/index.php?rest_route=\/wp\/v2\/types\/page"}],"author":[{"embeddable":true,"href":"https:\/\/cosys.chimie.unistra.fr\/index.php?rest_route=\/wp\/v2\/users\/2"}],"replies":[{"embeddable":true,"href":"https:\/\/cosys.chimie.unistra.fr\/index.php?rest_route=%2Fwp%2Fv2%2Fcomments&post=1267"}],"version-history":[{"count":5,"href":"https:\/\/cosys.chimie.unistra.fr\/index.php?rest_route=\/wp\/v2\/pages\/1267\/revisions"}],"predecessor-version":[{"id":1776,"href":"https:\/\/cosys.chimie.unistra.fr\/index.php?rest_route=\/wp\/v2\/pages\/1267\/revisions\/1776"}],"wp:attachment":[{"href":"https:\/\/cosys.chimie.unistra.fr\/index.php?rest_route=%2Fwp%2Fv2%2Fmedia&parent=1267"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}