{"id":144,"date":"2021-11-25T15:44:32","date_gmt":"2021-11-25T06:44:32","guid":{"rendered":"http:\/\/achem.okayama-u.ac.jp\/bioorgchem\/WordPress\/?p=144"},"modified":"2021-11-25T15:55:11","modified_gmt":"2021-11-25T06:55:11","slug":"heat-versus-basic-conditions-intramolecular-dehydro-diels-alder-reaction-of-1-indolyl-16-heptadiynes-for-the-selective-synthesis-of-substituted-carbazoles","status":"publish","type":"post","link":"http:\/\/achem.okayama-u.ac.jp\/bioorgchem\/archives\/144","title":{"rendered":"Heat Versus Basic Conditions: Intramolecular Dehydro-Diels\u2013Alder Reaction of 1-Indolyl-1,6-heptadiynes for the Selective Synthesis of Substituted Carbazoles"},"content":{"rendered":"\n<p>Takayuki Kudoh, Syo Fujisawa, Megumi Kitamura, Akira Sakakura*&nbsp;<br><em>Synlett<\/em><strong>2017<\/strong>,&nbsp;<em>28<\/em>&nbsp;(16), 2189\u20132193.&nbsp;&nbsp;(Published&nbsp;&nbsp;online: July 6, 2017)&nbsp;<br><a href=\"https:\/\/doi.org\/10.1055\/s-0036-1588461\">DOI: 10.1055\/s-0036-1588461&nbsp;<\/a><\/p>\n\n\n\n<figure class=\"wp-block-image size-full\"><img loading=\"lazy\" decoding=\"async\" width=\"500\" height=\"162\" src=\"http:\/\/achem.okayama-u.ac.jp\/bioorgchem\/WordPress\/wp-content\/uploads\/2021\/07\/carbazole.png\" alt=\"\" class=\"wp-image-145\" srcset=\"http:\/\/achem.okayama-u.ac.jp\/bioorgchem\/WordPress\/wp-content\/uploads\/2021\/07\/carbazole.png 500w, http:\/\/achem.okayama-u.ac.jp\/bioorgchem\/WordPress\/wp-content\/uploads\/2021\/07\/carbazole-300x97.png 300w\" sizes=\"auto, (max-width: 500px) 100vw, 500px\" \/><\/figure>\n\n\n\n<p>The intramolecular dehydro-Diels\u2013Alder reaction of 1-indolyl-1,6-heptadiynes proceeds smoothly under rather mild heating conditions to give substituted carbazoles in moderate to good yields. &nbsp;The reaction of 7-aryl-1-indolyl-1,6-heptadiynes under heating gives the corresponding carbazoles chemoselectively in high yields, whereas the reaction under basic conditions gives naphthalenes as major products.<\/p>\n","protected":false},"excerpt":{"rendered":"<p>Takayuki Kudoh, Syo Fujisawa, Megumi Kitamura, Akira Sakakura*&nbsp;Synlett2017,&nbsp;28&nbsp;(16), 2189\u20132193. [&hellip;]<\/p>\n","protected":false},"author":1,"featured_media":145,"comment_status":"closed","ping_status":"closed","sticky":false,"template":"","format":"standard","meta":{"vkexunit_cta_each_option":"","footnotes":""},"categories":[6],"tags":[],"class_list":["post-144","post","type-post","status-publish","format-standard","has-post-thumbnail","hentry","category-publications"],"_links":{"self":[{"href":"http:\/\/achem.okayama-u.ac.jp\/bioorgchem\/wp-json\/wp\/v2\/posts\/144","targetHints":{"allow":["GET"]}}],"collection":[{"href":"http:\/\/achem.okayama-u.ac.jp\/bioorgchem\/wp-json\/wp\/v2\/posts"}],"about":[{"href":"http:\/\/achem.okayama-u.ac.jp\/bioorgchem\/wp-json\/wp\/v2\/types\/post"}],"author":[{"embeddable":true,"href":"http:\/\/achem.okayama-u.ac.jp\/bioorgchem\/wp-json\/wp\/v2\/users\/1"}],"replies":[{"embeddable":true,"href":"http:\/\/achem.okayama-u.ac.jp\/bioorgchem\/wp-json\/wp\/v2\/comments?post=144"}],"version-history":[{"count":2,"href":"http:\/\/achem.okayama-u.ac.jp\/bioorgchem\/wp-json\/wp\/v2\/posts\/144\/revisions"}],"predecessor-version":[{"id":255,"href":"http:\/\/achem.okayama-u.ac.jp\/bioorgchem\/wp-json\/wp\/v2\/posts\/144\/revisions\/255"}],"wp:featuredmedia":[{"embeddable":true,"href":"http:\/\/achem.okayama-u.ac.jp\/bioorgchem\/wp-json\/wp\/v2\/media\/145"}],"wp:attachment":[{"href":"http:\/\/achem.okayama-u.ac.jp\/bioorgchem\/wp-json\/wp\/v2\/media?parent=144"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"http:\/\/achem.okayama-u.ac.jp\/bioorgchem\/wp-json\/wp\/v2\/categories?post=144"},{"taxonomy":"post_tag","embeddable":true,"href":"http:\/\/achem.okayama-u.ac.jp\/bioorgchem\/wp-json\/wp\/v2\/tags?post=144"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}