ABNO‐Catalyzed Aerobic Oxidative Synthesis of 2‐Substituted 4H‐3,1‐Benzoxazines and Quinazolines
A new transition‐metal‐free 9‐azabicyclo[3.3.1]nonan‐N‐oxyl (ABNO) catalyzed aerobic oxidative synthesis of 2‐substituted 4H‐3,1‐benzoxazines and quinazolines has been developed through cascade reaction of aldehydes with 2‐aminobenzyl alcohols and 2‐aminobenzylamines, respectively. Under the optimal...
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| Veröffentlicht in: | European journal of organic chemistry 2017-06, Vol.2017 (23), p.3335-3342 |
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| container_title | European journal of organic chemistry |
| container_volume | 2017 |
| creator | Ma, Jiaqi Wan, Yan Hong, Chao Li, Meichao Hu, Xinquan Mo, Weimin Hu, Baoxiang Sun, Nan Jin, Liqun Shen, Zhenlu |
| description | A new transition‐metal‐free 9‐azabicyclo[3.3.1]nonan‐N‐oxyl (ABNO) catalyzed aerobic oxidative synthesis of 2‐substituted 4H‐3,1‐benzoxazines and quinazolines has been developed through cascade reaction of aldehydes with 2‐aminobenzyl alcohols and 2‐aminobenzylamines, respectively. Under the optimal reaction conditions, the two kinds of heterocycles were obtained in 72–97 % isolated yield.
A new transition‐metal‐free 9‐azabicyclo[3.3.1]nonan‐N‐oxyl (ABNO) catalyzed aerobic oxidative synthesis of 2‐substituted 4H‐3,1‐benzoxazines and quinazolines has been developed. Under the optimal reaction conditions, the two kinds of heterocycles were obtained in 72–97 % isolated yield. |
| doi_str_mv | 10.1002/ejoc.201700384 |
| format | Article |
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A new transition‐metal‐free 9‐azabicyclo[3.3.1]nonan‐N‐oxyl (ABNO) catalyzed aerobic oxidative synthesis of 2‐substituted 4H‐3,1‐benzoxazines and quinazolines has been developed. Under the optimal reaction conditions, the two kinds of heterocycles were obtained in 72–97 % isolated yield.</description><identifier>ISSN: 1434-193X</identifier><identifier>EISSN: 1099-0690</identifier><identifier>DOI: 10.1002/ejoc.201700384</identifier><language>eng</language><publisher>Weinheim: Wiley Subscription Services, Inc</publisher><subject>4H‐3,1‐Benzoxazines ; Alcohols ; Aldehydes ; Benzoxazines ; Cascade chemical reactions ; Chemical synthesis ; Nitrogen heterocycles ; Oxidation ; Oxygen ; Oxygen heterocycles ; Quinazolines ; Radical reactions</subject><ispartof>European journal of organic chemistry, 2017-06, Vol.2017 (23), p.3335-3342</ispartof><rights>2017 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim</rights><rights>2017 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><orcidid>0000-0002-3699-1198</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fejoc.201700384$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fejoc.201700384$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,776,780,1411,27901,27902,45550,45551</link.rule.ids></links><search><creatorcontrib>Ma, Jiaqi</creatorcontrib><creatorcontrib>Wan, Yan</creatorcontrib><creatorcontrib>Hong, Chao</creatorcontrib><creatorcontrib>Li, Meichao</creatorcontrib><creatorcontrib>Hu, Xinquan</creatorcontrib><creatorcontrib>Mo, Weimin</creatorcontrib><creatorcontrib>Hu, Baoxiang</creatorcontrib><creatorcontrib>Sun, Nan</creatorcontrib><creatorcontrib>Jin, Liqun</creatorcontrib><creatorcontrib>Shen, Zhenlu</creatorcontrib><title>ABNO‐Catalyzed Aerobic Oxidative Synthesis of 2‐Substituted 4H‐3,1‐Benzoxazines and Quinazolines</title><title>European journal of organic chemistry</title><description>A new transition‐metal‐free 9‐azabicyclo[3.3.1]nonan‐N‐oxyl (ABNO) catalyzed aerobic oxidative synthesis of 2‐substituted 4H‐3,1‐benzoxazines and quinazolines has been developed through cascade reaction of aldehydes with 2‐aminobenzyl alcohols and 2‐aminobenzylamines, respectively. Under the optimal reaction conditions, the two kinds of heterocycles were obtained in 72–97 % isolated yield.
A new transition‐metal‐free 9‐azabicyclo[3.3.1]nonan‐N‐oxyl (ABNO) catalyzed aerobic oxidative synthesis of 2‐substituted 4H‐3,1‐benzoxazines and quinazolines has been developed. Under the optimal reaction conditions, the two kinds of heterocycles were obtained in 72–97 % isolated yield.</description><subject>4H‐3,1‐Benzoxazines</subject><subject>Alcohols</subject><subject>Aldehydes</subject><subject>Benzoxazines</subject><subject>Cascade chemical reactions</subject><subject>Chemical synthesis</subject><subject>Nitrogen heterocycles</subject><subject>Oxidation</subject><subject>Oxygen</subject><subject>Oxygen heterocycles</subject><subject>Quinazolines</subject><subject>Radical reactions</subject><issn>1434-193X</issn><issn>1099-0690</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2017</creationdate><recordtype>article</recordtype><sourceid/><recordid>eNo9kM1Kw0AUhQdRsFa3rgNuTb3zk2Rm2ZZqlWKQKrgbJsmETohJzSTaZOUj-Iw-iVOUbu7P4bvnwkHoEsMEA5AbXdTphACOAChnR2iEQQgfQgHHbmaU-VjQ11N0Zm0BACIM8QhtprPH-Ofre65aVfaDzrypburEpF68M5lqzYf21n3VbrQ11qtzjzh43SW2NW3XOpwtnUCvsaszXQ31Tg2m0tZTVeY9daZSQ13uhXN0kqvS6ov_PkYvt4vn-dJfxXf38-nKL4gQzGcRiUSU8CRjARVCC6yFTnLFeaJoyDELdcBDovIIQ54FROnMnQVpygXHKgM6Rld_vtumfu-0bWVRd03lXkosMAkYA2COEn_Upyl1L7eNeVNNLzHIfZRyH6U8RCkXD_H8sNFfSTVt6A</recordid><startdate>20170623</startdate><enddate>20170623</enddate><creator>Ma, Jiaqi</creator><creator>Wan, Yan</creator><creator>Hong, Chao</creator><creator>Li, Meichao</creator><creator>Hu, Xinquan</creator><creator>Mo, Weimin</creator><creator>Hu, Baoxiang</creator><creator>Sun, Nan</creator><creator>Jin, Liqun</creator><creator>Shen, Zhenlu</creator><general>Wiley Subscription Services, Inc</general><scope/><orcidid>https://orcid.org/0000-0002-3699-1198</orcidid></search><sort><creationdate>20170623</creationdate><title>ABNO‐Catalyzed Aerobic Oxidative Synthesis of 2‐Substituted 4H‐3,1‐Benzoxazines and Quinazolines</title><author>Ma, Jiaqi ; Wan, Yan ; Hong, Chao ; Li, Meichao ; Hu, Xinquan ; Mo, Weimin ; Hu, Baoxiang ; Sun, Nan ; Jin, Liqun ; Shen, Zhenlu</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-j2994-472797b8bd45399e91e9ebfa88ba368146e5862af710fd52aed9945cc8981ad03</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2017</creationdate><topic>4H‐3,1‐Benzoxazines</topic><topic>Alcohols</topic><topic>Aldehydes</topic><topic>Benzoxazines</topic><topic>Cascade chemical reactions</topic><topic>Chemical synthesis</topic><topic>Nitrogen heterocycles</topic><topic>Oxidation</topic><topic>Oxygen</topic><topic>Oxygen heterocycles</topic><topic>Quinazolines</topic><topic>Radical reactions</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Ma, Jiaqi</creatorcontrib><creatorcontrib>Wan, Yan</creatorcontrib><creatorcontrib>Hong, Chao</creatorcontrib><creatorcontrib>Li, Meichao</creatorcontrib><creatorcontrib>Hu, Xinquan</creatorcontrib><creatorcontrib>Mo, Weimin</creatorcontrib><creatorcontrib>Hu, Baoxiang</creatorcontrib><creatorcontrib>Sun, Nan</creatorcontrib><creatorcontrib>Jin, Liqun</creatorcontrib><creatorcontrib>Shen, Zhenlu</creatorcontrib><jtitle>European journal of organic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Ma, Jiaqi</au><au>Wan, Yan</au><au>Hong, Chao</au><au>Li, Meichao</au><au>Hu, Xinquan</au><au>Mo, Weimin</au><au>Hu, Baoxiang</au><au>Sun, Nan</au><au>Jin, Liqun</au><au>Shen, Zhenlu</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>ABNO‐Catalyzed Aerobic Oxidative Synthesis of 2‐Substituted 4H‐3,1‐Benzoxazines and Quinazolines</atitle><jtitle>European journal of organic chemistry</jtitle><date>2017-06-23</date><risdate>2017</risdate><volume>2017</volume><issue>23</issue><spage>3335</spage><epage>3342</epage><pages>3335-3342</pages><issn>1434-193X</issn><eissn>1099-0690</eissn><abstract>A new transition‐metal‐free 9‐azabicyclo[3.3.1]nonan‐N‐oxyl (ABNO) catalyzed aerobic oxidative synthesis of 2‐substituted 4H‐3,1‐benzoxazines and quinazolines has been developed through cascade reaction of aldehydes with 2‐aminobenzyl alcohols and 2‐aminobenzylamines, respectively. Under the optimal reaction conditions, the two kinds of heterocycles were obtained in 72–97 % isolated yield.
A new transition‐metal‐free 9‐azabicyclo[3.3.1]nonan‐N‐oxyl (ABNO) catalyzed aerobic oxidative synthesis of 2‐substituted 4H‐3,1‐benzoxazines and quinazolines has been developed. Under the optimal reaction conditions, the two kinds of heterocycles were obtained in 72–97 % isolated yield.</abstract><cop>Weinheim</cop><pub>Wiley Subscription Services, Inc</pub><doi>10.1002/ejoc.201700384</doi><tpages>8</tpages><orcidid>https://orcid.org/0000-0002-3699-1198</orcidid></addata></record> |
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| ispartof | European journal of organic chemistry, 2017-06, Vol.2017 (23), p.3335-3342 |
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| subjects | 4H‐3,1‐Benzoxazines Alcohols Aldehydes Benzoxazines Cascade chemical reactions Chemical synthesis Nitrogen heterocycles Oxidation Oxygen Oxygen heterocycles Quinazolines Radical reactions |
| title | ABNO‐Catalyzed Aerobic Oxidative Synthesis of 2‐Substituted 4H‐3,1‐Benzoxazines and Quinazolines |
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