{"id":3826,"date":"2019-12-17T18:42:23","date_gmt":"2019-12-17T10:42:23","guid":{"rendered":"http:\/\/woodrefinery.com\/zhenfang\/?p=3826"},"modified":"2020-09-12T17:36:20","modified_gmt":"2020-09-12T09:36:20","slug":"cycloamination-strategies-for-renewable-n-heterocycles","status":"publish","type":"post","link":"https:\/\/woodrefinery.com\/zhenfang\/cycloamination-strategies-for-renewable-n-heterocycles\/","title":{"rendered":"Cycloamination strategies for renewable N-heterocycles"},"content":{"rendered":"<p style=\"text-align: justify;\"><strong>Cycloamination strategies for renewable <em>N-<\/em>heterocycles<\/strong><\/p>\n<p style=\"text-align: justify;\">Recently, Dr. H Li and Prof. Zhen Fang, collaborated with Prof. RL Smith Jr. (Tohoku University, Japan), published a review (Spotlight) paper in Green Chemistry about the production of renewable N-heterocycles.<\/p>\n<p style=\"text-align: justify;\">Biomass resources have infinite possibilities for introducing nitrogen, sulfur, or phosphorus heteroatoms into their structures by virtue of controllable carbon-heteroatom bond formation. In this review, cycloamination approaches for thermal (catalyst-free) and catalytic transformation of biomass feedstocks into N-heterocyclic molecules including mechanistic pathways are analyzed. Bottom-up (small molecule substrates) and top-down (large molecule substrates) are considered. Sustainable routes for synthesis of five-membered (pyrroles, pyrrolidones, pyrazoles, imidazoles), six-membered (pyridines, pyrazines), fused (indoles, benzimidazoles), and other relevant azaheterocycles are critically assessed. Production of biomass-derived six-, seven-, and eight-membered as well as fused N-heterocyclic compounds with present approaches have relatively low selectivities. Attention to methods for forming analogous sulfur or phosphorus heteroatom compounds from biomass resources using either bottom-up or top-down strategies appear to have been greatly overlooked. Synthetic auxiliaries (heating modes, nitrogen sources) that enhance reaction efficiency and tunability of N-heterocyclic ring size\/type are considered and plausible reaction mechanisms for pivotal pathways are developed.<\/p>\n<p><img loading=\"lazy\" decoding=\"async\" class=\"alignnone size-medium wp-image-3827\" src=\"https:\/\/woodrefinery.com\/zhenfang\/wp-content\/uploads\/2019\/12\/2019-12-17GC-300x235.png\" alt=\"\" width=\"300\" height=\"235\" srcset=\"https:\/\/woodrefinery.com\/zhenfang\/wp-content\/uploads\/2019\/12\/2019-12-17GC-300x235.png 300w, https:\/\/woodrefinery.com\/zhenfang\/wp-content\/uploads\/2019\/12\/2019-12-17GC-768x602.png 768w, https:\/\/woodrefinery.com\/zhenfang\/wp-content\/uploads\/2019\/12\/2019-12-17GC-1024x802.png 1024w, https:\/\/woodrefinery.com\/zhenfang\/wp-content\/uploads\/2019\/12\/2019-12-17GC.png 1275w\" sizes=\"(max-width: 300px) 100vw, 300px\" \/><\/p>\n<p style=\"text-align: justify;\">Efficient amination strategies for synthesis of N-heterocycles from functional molecules (bottom-up) or from biomass (top-down) via sustainable C-N\/C-X bond chemistry \uff08\u4ece\u529f\u80fd\u5206\u5b50(\u81ea\u4e0b\u800c\u4e0a)\u6216\u4ece\u751f\u7269\u8d28(\u81ea\u4e0a\u800c\u4e0b)\u901a\u8fc7\u53ef\u6301\u7eed\u78b3- n \/C-X\u952e\u5316\u5b66\u5408\u6210n\u6742\u73af\u7684\u9ad8\u6548\u80fa\u5316\u7b56\u7565\uff09<\/p>\n<p style=\"text-align: justify;\">Related results were accepted in Green Chemistry:<\/p>\n<p style=\"text-align: justify;\">H Li*, HX Guo, Zhen Fang*, TM Aida, RL Smith Jr*, Cycloamination Strategies for Renewable N-heterocycles, Green Chemistry,\u00a0<a href=\"https:\/\/doi.org\/10.1039\/C9GC03655E\">https:\/\/doi.org\/10.1039\/C9GC03655E\u00a0<\/a>, <strong>22<\/strong>, 582-611, <strong>2020<\/strong> (Spotlight Paper, Review).<\/p>\n<p style=\"text-align: justify;\">&#8212;&#8212;&#8212;&#8212;&#8212;&#8212;&#8212;&#8212;&#8212;&#8212;&#8212;&#8212;<\/p>\n<p style=\"text-align: justify;\"><strong>\u674e\u864e\u535a\u58eb\u5728\u56fd\u9645\u5b66\u672f\u671f\u520a<\/strong><strong>Green Chemistry<\/strong><strong>\u53d1\u8868\u5b66\u672f\u8bba\u6587<\/strong><\/p>\n<p style=\"text-align: justify;\"><strong>\u53ef\u518d\u751f\u6c2e\u6742\u73af\u7684\u73af\u80fa\u5316\u7b56\u7565<\/strong><\/p>\n<p style=\"text-align: justify;\">\u6700\u8fd1\uff0c\u56fd\u9645\u5b66\u672f\u671f\u520aGreen Chemistry\uff08\u5f71\u54cd\u56e0\u5b509.4, Q1\uff0c\u7b2c\u4e00\u7f72\u540d\u5355\u4f4d\u4e3a\u5357\u4eac\u519c\u4e1a\u5927\u5b66\uff0c\u7b2c\u4e00\u4f5c\u8005\u4e3a\u674e\u864e\u535a\u58eb\uff0c\u901a\u8baf\u4f5c\u8005\u4e3a\u674e\u864e\u535a\u58eb,\u65b9\u771f\u6559\u6388\u548c\u65e5\u672c\u4e1c\u5317\u5927\u5b66RL Smith Jr\u6559\u6388\uff09\u4ee5Spotlight paper\u5f62\u5f0f\uff0c\u53d1\u8868\u4e86\u751f\u7269\u8d28\u751f\u4ea7\u53ef\u518d\u751f\u6c2e\u6742\u73af\u5316\u5408\u7269\u7684\u7efc\u8ff0\u3002<\/p>\n<p style=\"text-align: justify;\">\u751f\u7269\u8d28\u8d44\u6e90\u901a\u8fc7\u53ef\u63a7\u7684\u78b3-\u6742\u539f\u5b50\u6210\u952e\u5c06\u6c2e\u3001\u786b\u3001\u78f7\u7b49\u6742\u539f\u5b50\u5f15\u5165\u5176\u7ed3\u6784\u4e2d\u5177\u6709\u65e0\u9650\u7684\u53ef\u80fd\u6027\u3002\u672c\u6587\u7efc\u8ff0\u4e86\u8fd1\u5e74\u6765\u751f\u7269\u8d28\u539f\u6599\u70ed(\u65e0\u50ac\u5316)\u548c\u50ac\u5316\u8f6c\u5316\u4e3an -\u6742\u73af\u5206\u5b50\u7684\u73af\u80fa\u5316\u65b9\u6cd5\u53ca\u5176\u673a\u7406\u3002\u8003\u8651\u81ea\u5e95\u5411\u4e0a(\u5c0f\u5206\u5b50\u5e95\u7269)\u548c\u81ea\u9876\u5411\u4e0b(\u5927\u5206\u5b50\u5e95\u7269)\u3002\u4e94\u5143(\u5421\u54af\u3001\u5421\u54af\u70f7\u916e\u3001\u5421\u5511\u3001\u54aa\u5511)\u3001\u516d\u5143(\u5421\u5576)\u7684\u5408\u6210\u8def\u7ebf\u3002\u7528\u73b0\u6709\u65b9\u6cd5\u751f\u4ea7\u751f\u7269\u884d\u751f\u7684\u516d\u5143\u3001\u4e03\u5143\u3001\u516b\u5143\u4ee5\u53ca\u878d\u5408\u7684n\u6742\u73af\u5316\u5408\u7269\u7684\u9009\u62e9\u6027\u8f83\u4f4e\u3002\u5229\u7528\u81ea\u5e95\u5411\u4e0a\u6216\u81ea\u9876\u5411\u4e0b\u7684\u6218\u7565\u4ece\u751f\u7269\u91cf\u8d44\u6e90\u4e2d\u5f62\u6210\u7c7b\u4f3c\u786b\u6216\u78f7\u6742\u539f\u5b50\u5316\u5408\u7269\u7684\u65b9\u6cd5\u4f3c\u4e4e\u53d7\u5230\u4e86\u6781\u5927\u7684\u5ffd\u89c6\u3002\u8003\u8651\u4e86\u63d0\u9ad8\u53cd\u5e94\u6548\u7387\u548cn\u6742\u73af\u5c3a\u5bf8\/\u7c7b\u578b\u53ef\u8c03\u6027\u7684\u5408\u6210\u52a9\u5242(\u52a0\u70ed\u65b9\u5f0f\u3001\u6c2e\u6e90)\uff0c\u5e76\u5efa\u7acb\u4e86\u5173\u952e\u9014\u5f84\u7684\u5408\u7406\u53cd\u5e94\u673a\u5236\u3002<\/p>\n<p style=\"text-align: justify;\">\u8be6\u60c5\u53ef\u89c1\uff1a<\/p>\n<p style=\"text-align: justify;\">H Li*, HX Guo, Zhen Fang*, TM Aida, RL Smith Jr*, Cycloamination Strategies for Renewable N-heterocycles, Green Chemistry (IF 9.4),\u00a0<a href=\"https:\/\/doi.org\/10.1039\/C9GC03655E\">https:\/\/doi.org\/10.1039\/C9GC03655E<\/a> <strong>22<\/strong>, 582-611, <strong>2020<\/strong> (Spotlight Paper, Review).<\/p>\n","protected":false},"excerpt":{"rendered":"<p>Cycloamination strategies for renewable N-heterocycles  [&hellip;]<\/p>\n","protected":false},"author":2,"featured_media":0,"comment_status":"open","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"footnotes":""},"categories":[1],"tags":[],"_links":{"self":[{"href":"https:\/\/woodrefinery.com\/zhenfang\/wp-json\/wp\/v2\/posts\/3826"}],"collection":[{"href":"https:\/\/woodrefinery.com\/zhenfang\/wp-json\/wp\/v2\/posts"}],"about":[{"href":"https:\/\/woodrefinery.com\/zhenfang\/wp-json\/wp\/v2\/types\/post"}],"author":[{"embeddable":true,"href":"https:\/\/woodrefinery.com\/zhenfang\/wp-json\/wp\/v2\/users\/2"}],"replies":[{"embeddable":true,"href":"https:\/\/woodrefinery.com\/zhenfang\/wp-json\/wp\/v2\/comments?post=3826"}],"version-history":[{"count":5,"href":"https:\/\/woodrefinery.com\/zhenfang\/wp-json\/wp\/v2\/posts\/3826\/revisions"}],"predecessor-version":[{"id":4066,"href":"https:\/\/woodrefinery.com\/zhenfang\/wp-json\/wp\/v2\/posts\/3826\/revisions\/4066"}],"wp:attachment":[{"href":"https:\/\/woodrefinery.com\/zhenfang\/wp-json\/wp\/v2\/media?parent=3826"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/woodrefinery.com\/zhenfang\/wp-json\/wp\/v2\/categories?post=3826"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/woodrefinery.com\/zhenfang\/wp-json\/wp\/v2\/tags?post=3826"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}