{"id":25630,"date":"2018-04-13T15:34:38","date_gmt":"2018-04-13T22:34:38","guid":{"rendered":"https:\/\/hepatochem.com\/photocatalytic-reverse-polarity-povarov-reaction\/"},"modified":"2018-04-13T15:34:38","modified_gmt":"2018-04-13T22:34:38","slug":"photocatalytic-reverse-polarity-povarov-reaction","status":"publish","type":"post","link":"https:\/\/hepatochem.com\/euro\/photocatalytic-reverse-polarity-povarov-reaction\/","title":{"rendered":"Photocatalytic reverse polarity Povarov reaction"},"content":{"rendered":"


\n<\/p>\n

\"\"

“Hepatochem PhotoRedOx Box, equipped with a Kessil 40W LED light. A cardboard cover was also placed over the reactor during reactions. Capable of carrying out up to 8 reactions at one time. Accurate and reproducible results, high throughput.”<\/p><\/div>\n

Abstract<\/strong><\/p>\n

A visible light mediated iridium photocatalysed reverse polarity Povarov reaction of aryl imines and electron deficient alkenes is described. Operatingvia<\/em>a putative nucleophilic \u03b1-amino radical, generated by a proton coupled electron transfer process, addition to a range of conjugated electron deficient alkene substrates affords substituted tetrahydroquinoline products in high yields and with typically good to excellent diastereoselectivity in favor of thetrans<\/em>diastereoisomer. Sub-stoichiometric quantities of Hantzsch ester were found to be key to initiate the overall redox-neutral, free radical cyclization cascade. This new reaction complements existing two electron Lewis acid mediated variants and expands the capabilities of imine umpolung chemistry to synthetically relevant cyclisation methodology.<\/p>\n

Authors:<\/strong> Jamie A. Leitch<\/a>,\"ORCID<\/a><\/span>a<\/i><\/sup><\/span>AngelL. Fuentes de Arriba<\/a>,a<\/i><\/sup><\/span>Joanne Tan<\/a>,b<\/i><\/sup><\/span>Oskar Hoff<\/a>,a<\/i><\/sup><\/span>Carlos M. Martínez<\/a>c<\/i><\/sup>and<\/span>Darren J. Dixon<\/a>\"ORCID<\/a><\/span>*a<\/i><\/sup><\/span><\/p>\n

Link:<\/strong> https:\/\/pubs.rsc.org\/en\/content\/articlelanding\/2018\/sc\/c8sc01704b#!divAbstract<\/a><\/p>\n

<\/body><\/html><\/p>\n","protected":false},"excerpt":{"rendered":"

Abstract A visible light mediated iridium photocatalysed reverse polarity Povarov reaction of aryl imines and electron deficient alkenes is described. Operatingviaa putative nucleophilic \u03b1-amino radical, generated by a proton coupled electron transfer process, addition to a range of conjugated electron deficient alkene substrates affords substituted tetrahydroquinoline products in high yields and with typically good to […]<\/p>\n","protected":false},"author":1,"featured_media":25631,"comment_status":"closed","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"_et_pb_use_builder":"","_et_pb_old_content":"","_et_gb_content_width":"","_jetpack_newsletter_access":"","_jetpack_dont_email_post_to_subs":false,"_jetpack_newsletter_tier_id":0,"_jetpack_memberships_contains_paywalled_content":false,"_jetpack_feature_clip_id":0,"_jetpack_memberships_contains_paid_content":false,"footnotes":"","jetpack_post_was_ever_published":false},"categories":[680],"tags":[],"class_list":["post-25630","post","type-post","status-publish","format-standard","has-post-thumbnail","hentry","category-featured-articles"],"yoast_head":"\nPhotocatalytic reverse polarity Povarov reaction<\/title>\n<meta name=\"robots\" content=\"index, follow, max-snippet:-1, max-image-preview:large, max-video-preview:-1\" \/>\n<link rel=\"canonical\" href=\"https:\/\/hepatochem.com\/euro\/photocatalytic-reverse-polarity-povarov-reaction\/\" \/>\n<meta name=\"twitter:label1\" content=\"Written by\" \/>\n\t<meta name=\"twitter:data1\" content=\"admin\" \/>\n\t<meta name=\"twitter:label2\" content=\"Est. reading time\" \/>\n\t<meta name=\"twitter:data2\" content=\"1 minute\" \/>\n<script type=\"application\/ld+json\" class=\"yoast-schema-graph\">{\"@context\":\"https:\\\/\\\/schema.org\",\"@graph\":[{\"@type\":\"Article\",\"@id\":\"https:\\\/\\\/hepatochem.com\\\/euro\\\/photocatalytic-reverse-polarity-povarov-reaction\\\/#article\",\"isPartOf\":{\"@id\":\"https:\\\/\\\/hepatochem.com\\\/euro\\\/photocatalytic-reverse-polarity-povarov-reaction\\\/\"},\"author\":{\"name\":\"admin\",\"@id\":\"https:\\\/\\\/hepatochem.com\\\/euro\\\/#\\\/schema\\\/person\\\/e095b8d6d9795de228233250261c2cfd\"},\"headline\":\"Photocatalytic reverse polarity Povarov reaction\",\"datePublished\":\"2018-04-13T22:34:38+00:00\",\"mainEntityOfPage\":{\"@id\":\"https:\\\/\\\/hepatochem.com\\\/euro\\\/photocatalytic-reverse-polarity-povarov-reaction\\\/\"},\"wordCount\":194,\"publisher\":{\"@id\":\"https:\\\/\\\/hepatochem.com\\\/euro\\\/#organization\"},\"image\":{\"@id\":\"https:\\\/\\\/hepatochem.com\\\/euro\\\/photocatalytic-reverse-polarity-povarov-reaction\\\/#primaryimage\"},\"thumbnailUrl\":\"https:\\\/\\\/hepatochem.com\\\/wp-content\\\/uploads\\\/2020\\\/09\\\/Screen-Shot-2020-09-01-at-6.41.23-PM.png\",\"articleSection\":[\"Featured Article\"],\"inLanguage\":\"en-EU\"},{\"@type\":\"WebPage\",\"@id\":\"https:\\\/\\\/hepatochem.com\\\/euro\\\/photocatalytic-reverse-polarity-povarov-reaction\\\/\",\"url\":\"https:\\\/\\\/hepatochem.com\\\/euro\\\/photocatalytic-reverse-polarity-povarov-reaction\\\/\",\"name\":\"Photocatalytic reverse polarity Povarov reaction\",\"isPartOf\":{\"@id\":\"https:\\\/\\\/hepatochem.com\\\/euro\\\/#website\"},\"primaryImageOfPage\":{\"@id\":\"https:\\\/\\\/hepatochem.com\\\/euro\\\/photocatalytic-reverse-polarity-povarov-reaction\\\/#primaryimage\"},\"image\":{\"@id\":\"https:\\\/\\\/hepatochem.com\\\/euro\\\/photocatalytic-reverse-polarity-povarov-reaction\\\/#primaryimage\"},\"thumbnailUrl\":\"https:\\\/\\\/hepatochem.com\\\/wp-content\\\/uploads\\\/2020\\\/09\\\/Screen-Shot-2020-09-01-at-6.41.23-PM.png\",\"datePublished\":\"2018-04-13T22:34:38+00:00\",\"inLanguage\":\"en-EU\",\"potentialAction\":[{\"@type\":\"ReadAction\",\"target\":[\"https:\\\/\\\/hepatochem.com\\\/euro\\\/photocatalytic-reverse-polarity-povarov-reaction\\\/\"]}]},{\"@type\":\"ImageObject\",\"inLanguage\":\"en-EU\",\"@id\":\"https:\\\/\\\/hepatochem.com\\\/euro\\\/photocatalytic-reverse-polarity-povarov-reaction\\\/#primaryimage\",\"url\":\"https:\\\/\\\/hepatochem.com\\\/wp-content\\\/uploads\\\/2020\\\/09\\\/Screen-Shot-2020-09-01-at-6.41.23-PM.png\",\"contentUrl\":\"https:\\\/\\\/hepatochem.com\\\/wp-content\\\/uploads\\\/2020\\\/09\\\/Screen-Shot-2020-09-01-at-6.41.23-PM.png\",\"width\":504,\"height\":356,\"caption\":\"\\\"Hepatochem PhotoRedOx Box, equipped with a Kessil 40W LED light. A cardboard cover was also placed over the reactor during reactions. Capable of carrying out up to 8 reactions at one time. Accurate and reproducible results, high throughput.\\\"\"},{\"@type\":\"WebSite\",\"@id\":\"https:\\\/\\\/hepatochem.com\\\/euro\\\/#website\",\"url\":\"https:\\\/\\\/hepatochem.com\\\/euro\\\/\",\"name\":\"HepatoChem\",\"description\":\"Reinventing Chemistry for Life Sciences\",\"publisher\":{\"@id\":\"https:\\\/\\\/hepatochem.com\\\/euro\\\/#organization\"},\"potentialAction\":[{\"@type\":\"SearchAction\",\"target\":{\"@type\":\"EntryPoint\",\"urlTemplate\":\"https:\\\/\\\/hepatochem.com\\\/euro\\\/?s={search_term_string}\"},\"query-input\":{\"@type\":\"PropertyValueSpecification\",\"valueRequired\":true,\"valueName\":\"search_term_string\"}}],\"inLanguage\":\"en-EU\"},{\"@type\":\"Organization\",\"@id\":\"https:\\\/\\\/hepatochem.com\\\/euro\\\/#organization\",\"name\":\"HepatoChem\",\"url\":\"https:\\\/\\\/hepatochem.com\\\/euro\\\/\",\"logo\":{\"@type\":\"ImageObject\",\"inLanguage\":\"en-EU\",\"@id\":\"https:\\\/\\\/hepatochem.com\\\/euro\\\/#\\\/schema\\\/logo\\\/image\\\/\",\"url\":\"https:\\\/\\\/i0.wp.com\\\/xn8.6f7.myftpupload.com\\\/wp-content\\\/uploads\\\/2019\\\/12\\\/HepatoChem-logo-lowres.png?fit=500%2C89&ssl=1\",\"contentUrl\":\"https:\\\/\\\/i0.wp.com\\\/xn8.6f7.myftpupload.com\\\/wp-content\\\/uploads\\\/2019\\\/12\\\/HepatoChem-logo-lowres.png?fit=500%2C89&ssl=1\",\"width\":500,\"height\":89,\"caption\":\"HepatoChem\"},\"image\":{\"@id\":\"https:\\\/\\\/hepatochem.com\\\/euro\\\/#\\\/schema\\\/logo\\\/image\\\/\"},\"sameAs\":[\"https:\\\/\\\/x.com\\\/evoluchem\",\"https:\\\/\\\/www.linkedin.com\\\/company\\\/2420256\"]},{\"@type\":\"Person\",\"@id\":\"https:\\\/\\\/hepatochem.com\\\/euro\\\/#\\\/schema\\\/person\\\/e095b8d6d9795de228233250261c2cfd\",\"name\":\"admin\",\"image\":{\"@type\":\"ImageObject\",\"inLanguage\":\"en-EU\",\"@id\":\"https:\\\/\\\/secure.gravatar.com\\\/avatar\\\/c957a93c7d0c8dd066483ae6aed9fb20b222db3695bbe7f027a1baa409d44446?s=96&d=mm&r=g\",\"url\":\"https:\\\/\\\/secure.gravatar.com\\\/avatar\\\/c957a93c7d0c8dd066483ae6aed9fb20b222db3695bbe7f027a1baa409d44446?s=96&d=mm&r=g\",\"contentUrl\":\"https:\\\/\\\/secure.gravatar.com\\\/avatar\\\/c957a93c7d0c8dd066483ae6aed9fb20b222db3695bbe7f027a1baa409d44446?s=96&d=mm&r=g\",\"caption\":\"admin\"},\"url\":\"https:\\\/\\\/hepatochem.com\\\/euro\\\/author\\\/admin\\\/\"}]}<\/script>\n<!-- \/ Yoast SEO plugin. -->","yoast_head_json":{"title":"Photocatalytic reverse polarity Povarov reaction","robots":{"index":"index","follow":"follow","max-snippet":"max-snippet:-1","max-image-preview":"max-image-preview:large","max-video-preview":"max-video-preview:-1"},"canonical":"https:\/\/hepatochem.com\/euro\/photocatalytic-reverse-polarity-povarov-reaction\/","twitter_misc":{"Written by":"admin","Est. reading time":"1 minute"},"schema":{"@context":"https:\/\/schema.org","@graph":[{"@type":"Article","@id":"https:\/\/hepatochem.com\/euro\/photocatalytic-reverse-polarity-povarov-reaction\/#article","isPartOf":{"@id":"https:\/\/hepatochem.com\/euro\/photocatalytic-reverse-polarity-povarov-reaction\/"},"author":{"name":"admin","@id":"https:\/\/hepatochem.com\/euro\/#\/schema\/person\/e095b8d6d9795de228233250261c2cfd"},"headline":"Photocatalytic reverse polarity Povarov reaction","datePublished":"2018-04-13T22:34:38+00:00","mainEntityOfPage":{"@id":"https:\/\/hepatochem.com\/euro\/photocatalytic-reverse-polarity-povarov-reaction\/"},"wordCount":194,"publisher":{"@id":"https:\/\/hepatochem.com\/euro\/#organization"},"image":{"@id":"https:\/\/hepatochem.com\/euro\/photocatalytic-reverse-polarity-povarov-reaction\/#primaryimage"},"thumbnailUrl":"https:\/\/hepatochem.com\/wp-content\/uploads\/2020\/09\/Screen-Shot-2020-09-01-at-6.41.23-PM.png","articleSection":["Featured Article"],"inLanguage":"en-EU"},{"@type":"WebPage","@id":"https:\/\/hepatochem.com\/euro\/photocatalytic-reverse-polarity-povarov-reaction\/","url":"https:\/\/hepatochem.com\/euro\/photocatalytic-reverse-polarity-povarov-reaction\/","name":"Photocatalytic reverse polarity Povarov reaction","isPartOf":{"@id":"https:\/\/hepatochem.com\/euro\/#website"},"primaryImageOfPage":{"@id":"https:\/\/hepatochem.com\/euro\/photocatalytic-reverse-polarity-povarov-reaction\/#primaryimage"},"image":{"@id":"https:\/\/hepatochem.com\/euro\/photocatalytic-reverse-polarity-povarov-reaction\/#primaryimage"},"thumbnailUrl":"https:\/\/hepatochem.com\/wp-content\/uploads\/2020\/09\/Screen-Shot-2020-09-01-at-6.41.23-PM.png","datePublished":"2018-04-13T22:34:38+00:00","inLanguage":"en-EU","potentialAction":[{"@type":"ReadAction","target":["https:\/\/hepatochem.com\/euro\/photocatalytic-reverse-polarity-povarov-reaction\/"]}]},{"@type":"ImageObject","inLanguage":"en-EU","@id":"https:\/\/hepatochem.com\/euro\/photocatalytic-reverse-polarity-povarov-reaction\/#primaryimage","url":"https:\/\/hepatochem.com\/wp-content\/uploads\/2020\/09\/Screen-Shot-2020-09-01-at-6.41.23-PM.png","contentUrl":"https:\/\/hepatochem.com\/wp-content\/uploads\/2020\/09\/Screen-Shot-2020-09-01-at-6.41.23-PM.png","width":504,"height":356,"caption":"\"Hepatochem PhotoRedOx Box, equipped with a Kessil 40W LED light. A cardboard cover was also placed over the reactor during reactions. Capable of carrying out up to 8 reactions at one time. Accurate and reproducible results, high throughput.\""},{"@type":"WebSite","@id":"https:\/\/hepatochem.com\/euro\/#website","url":"https:\/\/hepatochem.com\/euro\/","name":"HepatoChem","description":"Reinventing Chemistry for Life Sciences","publisher":{"@id":"https:\/\/hepatochem.com\/euro\/#organization"},"potentialAction":[{"@type":"SearchAction","target":{"@type":"EntryPoint","urlTemplate":"https:\/\/hepatochem.com\/euro\/?s={search_term_string}"},"query-input":{"@type":"PropertyValueSpecification","valueRequired":true,"valueName":"search_term_string"}}],"inLanguage":"en-EU"},{"@type":"Organization","@id":"https:\/\/hepatochem.com\/euro\/#organization","name":"HepatoChem","url":"https:\/\/hepatochem.com\/euro\/","logo":{"@type":"ImageObject","inLanguage":"en-EU","@id":"https:\/\/hepatochem.com\/euro\/#\/schema\/logo\/image\/","url":"https:\/\/i0.wp.com\/xn8.6f7.myftpupload.com\/wp-content\/uploads\/2019\/12\/HepatoChem-logo-lowres.png?fit=500%2C89&ssl=1","contentUrl":"https:\/\/i0.wp.com\/xn8.6f7.myftpupload.com\/wp-content\/uploads\/2019\/12\/HepatoChem-logo-lowres.png?fit=500%2C89&ssl=1","width":500,"height":89,"caption":"HepatoChem"},"image":{"@id":"https:\/\/hepatochem.com\/euro\/#\/schema\/logo\/image\/"},"sameAs":["https:\/\/x.com\/evoluchem","https:\/\/www.linkedin.com\/company\/2420256"]},{"@type":"Person","@id":"https:\/\/hepatochem.com\/euro\/#\/schema\/person\/e095b8d6d9795de228233250261c2cfd","name":"admin","image":{"@type":"ImageObject","inLanguage":"en-EU","@id":"https:\/\/secure.gravatar.com\/avatar\/c957a93c7d0c8dd066483ae6aed9fb20b222db3695bbe7f027a1baa409d44446?s=96&d=mm&r=g","url":"https:\/\/secure.gravatar.com\/avatar\/c957a93c7d0c8dd066483ae6aed9fb20b222db3695bbe7f027a1baa409d44446?s=96&d=mm&r=g","contentUrl":"https:\/\/secure.gravatar.com\/avatar\/c957a93c7d0c8dd066483ae6aed9fb20b222db3695bbe7f027a1baa409d44446?s=96&d=mm&r=g","caption":"admin"},"url":"https:\/\/hepatochem.com\/euro\/author\/admin\/"}]}},"jetpack_featured_media_url":"https:\/\/hepatochem.com\/wp-content\/uploads\/2020\/09\/Screen-Shot-2020-09-01-at-6.41.23-PM.png","jetpack_sharing_enabled":true,"_links":{"self":[{"href":"https:\/\/hepatochem.com\/euro\/wp-json\/wp\/v2\/posts\/25630","targetHints":{"allow":["GET"]}}],"collection":[{"href":"https:\/\/hepatochem.com\/euro\/wp-json\/wp\/v2\/posts"}],"about":[{"href":"https:\/\/hepatochem.com\/euro\/wp-json\/wp\/v2\/types\/post"}],"author":[{"embeddable":true,"href":"https:\/\/hepatochem.com\/euro\/wp-json\/wp\/v2\/users\/1"}],"replies":[{"embeddable":true,"href":"https:\/\/hepatochem.com\/euro\/wp-json\/wp\/v2\/comments?post=25630"}],"version-history":[{"count":0,"href":"https:\/\/hepatochem.com\/euro\/wp-json\/wp\/v2\/posts\/25630\/revisions"}],"wp:featuredmedia":[{"embeddable":true,"href":"https:\/\/hepatochem.com\/euro\/wp-json\/wp\/v2\/media\/25631"}],"wp:attachment":[{"href":"https:\/\/hepatochem.com\/euro\/wp-json\/wp\/v2\/media?parent=25630"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/hepatochem.com\/euro\/wp-json\/wp\/v2\/categories?post=25630"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/hepatochem.com\/euro\/wp-json\/wp\/v2\/tags?post=25630"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}