Synthesis of Arylamines via a Tandem Petasis Borono‐Mannich/ Nucleophilic Substitution Reaction
An efficient and practical one‐pot reaction for the synthesis of diarylmethyl anilines from easy available materials of salicylaldehydes, arylboronic acids and aromatic amines has been successfully developed. All the reactions proceed smoothly under transition‐metal‐free conditions via a p‐TSA promo...
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| Veröffentlicht in: | Asian journal of organic chemistry 2023-06, Vol.12 (6), p.n/a |
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| container_title | Asian journal of organic chemistry |
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| creator | Li, Guang‐Lin Chen, Yu Li, Xiang‐Sai Yang, Qi Gu, Ying‐Chun Yu, Ya‐Qin Xu, Da‐Zhen |
| description | An efficient and practical one‐pot reaction for the synthesis of diarylmethyl anilines from easy available materials of salicylaldehydes, arylboronic acids and aromatic amines has been successfully developed. All the reactions proceed smoothly under transition‐metal‐free conditions via a p‐TSA promoted tandem Petasis borono‐Mannich/ nucleophilic substitution reaction, providing highly functionalized amines with wide functional groups in good to excellent yields. A reasonable explanation for this transformation was suggested.
An efficient and practical method for the preparation of diarylmethyl anilines via a one‐pot three‐component reaction from easy available salicylaldehydes, arylboronic acids and aromatic amines has been developed. |
| doi_str_mv | 10.1002/ajoc.202300174 |
| format | Article |
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An efficient and practical method for the preparation of diarylmethyl anilines via a one‐pot three‐component reaction from easy available salicylaldehydes, arylboronic acids and aromatic amines has been developed.</description><identifier>ISSN: 2193-5807</identifier><identifier>EISSN: 2193-5815</identifier><identifier>DOI: 10.1002/ajoc.202300174</identifier><language>eng</language><publisher>Weinheim: Wiley Subscription Services, Inc</publisher><subject>Amines ; Aniline ; arylamines ; arylboronic acids ; Chemical synthesis ; Functional groups ; Organic chemistry ; Organic compounds ; Petasis borono-Mannich reaction ; salicylaldehydes ; Substitution reactions ; tandem reaction</subject><ispartof>Asian journal of organic chemistry, 2023-06, Vol.12 (6), p.n/a</ispartof><rights>2023 Wiley‐VCH GmbH</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><cites>FETCH-LOGICAL-c2724-568f6a009d0c18822ac457551e5a900e0249cf0277cf1e1e6c4ce042f38a09de3</cites><orcidid>0000-0001-5076-7558</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%2Fajoc.202300174$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fajoc.202300174$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,776,780,1411,27901,27902,45550,45551</link.rule.ids></links><search><creatorcontrib>Li, Guang‐Lin</creatorcontrib><creatorcontrib>Chen, Yu</creatorcontrib><creatorcontrib>Li, Xiang‐Sai</creatorcontrib><creatorcontrib>Yang, Qi</creatorcontrib><creatorcontrib>Gu, Ying‐Chun</creatorcontrib><creatorcontrib>Yu, Ya‐Qin</creatorcontrib><creatorcontrib>Xu, Da‐Zhen</creatorcontrib><title>Synthesis of Arylamines via a Tandem Petasis Borono‐Mannich/ Nucleophilic Substitution Reaction</title><title>Asian journal of organic chemistry</title><description>An efficient and practical one‐pot reaction for the synthesis of diarylmethyl anilines from easy available materials of salicylaldehydes, arylboronic acids and aromatic amines has been successfully developed. All the reactions proceed smoothly under transition‐metal‐free conditions via a p‐TSA promoted tandem Petasis borono‐Mannich/ nucleophilic substitution reaction, providing highly functionalized amines with wide functional groups in good to excellent yields. A reasonable explanation for this transformation was suggested.
An efficient and practical method for the preparation of diarylmethyl anilines via a one‐pot three‐component reaction from easy available salicylaldehydes, arylboronic acids and aromatic amines has been developed.</description><subject>Amines</subject><subject>Aniline</subject><subject>arylamines</subject><subject>arylboronic acids</subject><subject>Chemical synthesis</subject><subject>Functional groups</subject><subject>Organic chemistry</subject><subject>Organic compounds</subject><subject>Petasis borono-Mannich reaction</subject><subject>salicylaldehydes</subject><subject>Substitution reactions</subject><subject>tandem reaction</subject><issn>2193-5807</issn><issn>2193-5815</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2023</creationdate><recordtype>article</recordtype><recordid>eNqFkD1PwzAQhi0EElXpymyJOe3ZSepkLBWfKhTRMlvGvaiuUrvYCSgbP4HfyC8hUVEZueXe4XnupJeQcwZDBsBHauP0kAOPAZhIjkiPszyO0oylx4cM4pQMQthAO0LkjOc9ohaNrdYYTKCuoBPflGprLAb6bhRVdKnsCrf0CSvVIZfOO-u-P78elLVGr0f0sdYlut3alEbTRf0aKlPVlXGWPqPSXTgjJ4UqAw5-d5-8XF8tp7fRbH5zN53MIs0FT6J0nBVjBZCvQLMs41zpJBVpyjBVOQACT3JdABdCFwwZjnWiERJexJlqJYz75GJ_d-fdW42hkhtXe9u-lDzjWSwYY6KlhntKexeCx0LuvNkq30gGsmtSdk3KQ5OtkO-FD1Ni8w8tJ_fz6Z_7A2lXeE4</recordid><startdate>202306</startdate><enddate>202306</enddate><creator>Li, Guang‐Lin</creator><creator>Chen, Yu</creator><creator>Li, Xiang‐Sai</creator><creator>Yang, Qi</creator><creator>Gu, Ying‐Chun</creator><creator>Yu, Ya‐Qin</creator><creator>Xu, Da‐Zhen</creator><general>Wiley Subscription Services, Inc</general><scope>AAYXX</scope><scope>CITATION</scope><orcidid>https://orcid.org/0000-0001-5076-7558</orcidid></search><sort><creationdate>202306</creationdate><title>Synthesis of Arylamines via a Tandem Petasis Borono‐Mannich/ Nucleophilic Substitution Reaction</title><author>Li, Guang‐Lin ; Chen, Yu ; Li, Xiang‐Sai ; Yang, Qi ; Gu, Ying‐Chun ; Yu, Ya‐Qin ; Xu, Da‐Zhen</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c2724-568f6a009d0c18822ac457551e5a900e0249cf0277cf1e1e6c4ce042f38a09de3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2023</creationdate><topic>Amines</topic><topic>Aniline</topic><topic>arylamines</topic><topic>arylboronic acids</topic><topic>Chemical synthesis</topic><topic>Functional groups</topic><topic>Organic chemistry</topic><topic>Organic compounds</topic><topic>Petasis borono-Mannich reaction</topic><topic>salicylaldehydes</topic><topic>Substitution reactions</topic><topic>tandem reaction</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Li, Guang‐Lin</creatorcontrib><creatorcontrib>Chen, Yu</creatorcontrib><creatorcontrib>Li, Xiang‐Sai</creatorcontrib><creatorcontrib>Yang, Qi</creatorcontrib><creatorcontrib>Gu, Ying‐Chun</creatorcontrib><creatorcontrib>Yu, Ya‐Qin</creatorcontrib><creatorcontrib>Xu, Da‐Zhen</creatorcontrib><collection>CrossRef</collection><jtitle>Asian journal of organic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Li, Guang‐Lin</au><au>Chen, Yu</au><au>Li, Xiang‐Sai</au><au>Yang, Qi</au><au>Gu, Ying‐Chun</au><au>Yu, Ya‐Qin</au><au>Xu, Da‐Zhen</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis of Arylamines via a Tandem Petasis Borono‐Mannich/ Nucleophilic Substitution Reaction</atitle><jtitle>Asian journal of organic chemistry</jtitle><date>2023-06</date><risdate>2023</risdate><volume>12</volume><issue>6</issue><epage>n/a</epage><issn>2193-5807</issn><eissn>2193-5815</eissn><abstract>An efficient and practical one‐pot reaction for the synthesis of diarylmethyl anilines from easy available materials of salicylaldehydes, arylboronic acids and aromatic amines has been successfully developed. All the reactions proceed smoothly under transition‐metal‐free conditions via a p‐TSA promoted tandem Petasis borono‐Mannich/ nucleophilic substitution reaction, providing highly functionalized amines with wide functional groups in good to excellent yields. A reasonable explanation for this transformation was suggested.
An efficient and practical method for the preparation of diarylmethyl anilines via a one‐pot three‐component reaction from easy available salicylaldehydes, arylboronic acids and aromatic amines has been developed.</abstract><cop>Weinheim</cop><pub>Wiley Subscription Services, Inc</pub><doi>10.1002/ajoc.202300174</doi><tpages>4</tpages><orcidid>https://orcid.org/0000-0001-5076-7558</orcidid></addata></record> |
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| subjects | Amines Aniline arylamines arylboronic acids Chemical synthesis Functional groups Organic chemistry Organic compounds Petasis borono-Mannich reaction salicylaldehydes Substitution reactions tandem reaction |
| title | Synthesis of Arylamines via a Tandem Petasis Borono‐Mannich/ Nucleophilic Substitution Reaction |
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