A general and practical bifunctional cobalt catalytic system for N-heterocycle assembly via acceptorless dehydrogenation
A novel and highly-efficient N-heterocycle assembly methodology catalyzed by a cobalt- N , N -bidentate complex has been established. The cobalt complex is unprecedented, phosphine-free and easily-prepared, and is used in the synthesis of pyrimidines, quinolines, imidazoles, quinoxalines and indoles...
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| Veröffentlicht in: | Organic Chemistry Frontiers 2022-08, Vol.9 (17), p.4554-4560 |
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| container_title | Organic Chemistry Frontiers |
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| creator | Tian, Haitao Xue, Wenxuan Wu, Jingtao Yang, Ziguang Lu, Hongcheng Tang, Conghui |
| description | A novel and highly-efficient N-heterocycle assembly methodology catalyzed by a cobalt-
N
,
N
-bidentate complex has been established. The cobalt complex is unprecedented, phosphine-free and easily-prepared, and is used in the synthesis of pyrimidines, quinolines, imidazoles, quinoxalines and indoles from readily available alcohols and amines
via
acceptorless dehydrogenation. More importantly, all N-heterocycles were obtained under nearly identical reaction conditions, which further demonstrated the generality and practicability of the catalytic system. Mechanistically, this cobalt complex forms a catalytic active species upon base treatment and is capable of realizing the alcohol AD process
via
metal–ligand cooperation. |
| doi_str_mv | 10.1039/D2QO00683A |
| format | Article |
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N
,
N
-bidentate complex has been established. The cobalt complex is unprecedented, phosphine-free and easily-prepared, and is used in the synthesis of pyrimidines, quinolines, imidazoles, quinoxalines and indoles from readily available alcohols and amines
via
acceptorless dehydrogenation. More importantly, all N-heterocycles were obtained under nearly identical reaction conditions, which further demonstrated the generality and practicability of the catalytic system. Mechanistically, this cobalt complex forms a catalytic active species upon base treatment and is capable of realizing the alcohol AD process
via
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N
,
N
-bidentate complex has been established. The cobalt complex is unprecedented, phosphine-free and easily-prepared, and is used in the synthesis of pyrimidines, quinolines, imidazoles, quinoxalines and indoles from readily available alcohols and amines
via
acceptorless dehydrogenation. More importantly, all N-heterocycles were obtained under nearly identical reaction conditions, which further demonstrated the generality and practicability of the catalytic system. Mechanistically, this cobalt complex forms a catalytic active species upon base treatment and is capable of realizing the alcohol AD process
via
metal–ligand cooperation.</description><subject>Alcohols</subject><subject>Amines</subject><subject>Assembly</subject><subject>Cobalt</subject><subject>Cobalt compounds</subject><subject>Dehydrogenation</subject><subject>Imidazole</subject><subject>Indoles</subject><subject>Organic chemistry</subject><subject>Organic compounds</subject><subject>Phosphine</subject><subject>Phosphines</subject><subject>Pyrimidines</subject><subject>Quinolines</subject><subject>Quinoxalines</subject><issn>2052-4129</issn><issn>2052-4110</issn><issn>2052-4129</issn><issn>2052-4110</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2022</creationdate><recordtype>article</recordtype><recordid>eNpNUE1Lw0AUXETBUnvxFyx4E6L7kU2yx1I_oVhE72Hz8mJT0mzc3Yj5926poKc3wwzzmCHkkrMbzqS-vROvG8ayQi5PyEwwJZKUC336D5-Thfc7xhgXKmMqn5HvJf3AHp3pqOlrOjgDoYXIqrYZ-4htHwnYynSBggmmm6JO_eQD7mljHX1JthjQWZigQ2q8x33VTfSrNdQA4BCs69B7WuN2qp2N38wh9YKcNabzuPi9c_L2cP--ekrWm8fn1XKdgFA6JAVLM4kaQKS10kZxjgWgFlJmWZ2nFfAqh1hHNlprpWsGQvOcmRyLulJyTq6OqYOznyP6UO7s6GIlX4qcqTQrdM6j6_roAme9d9iUg2v3xk0lZ-Vh2vJvWvkD2Ads9g</recordid><startdate>20220823</startdate><enddate>20220823</enddate><creator>Tian, Haitao</creator><creator>Xue, Wenxuan</creator><creator>Wu, Jingtao</creator><creator>Yang, Ziguang</creator><creator>Lu, Hongcheng</creator><creator>Tang, Conghui</creator><general>Royal Society of Chemistry</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7QO</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>FR3</scope><scope>JG9</scope><scope>P64</scope><orcidid>https://orcid.org/0000-0002-3018-2955</orcidid><orcidid>https://orcid.org/0000-0003-0414-4768</orcidid><orcidid>https://orcid.org/0000-0003-0931-7867</orcidid></search><sort><creationdate>20220823</creationdate><title>A general and practical bifunctional cobalt catalytic system for N-heterocycle assembly via acceptorless dehydrogenation</title><author>Tian, Haitao ; Xue, Wenxuan ; Wu, Jingtao ; Yang, Ziguang ; Lu, Hongcheng ; Tang, Conghui</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c259t-80463e9cc24d59a511e8ce923366d74bc1b7c0123f99959d0c29170a7e8db53</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2022</creationdate><topic>Alcohols</topic><topic>Amines</topic><topic>Assembly</topic><topic>Cobalt</topic><topic>Cobalt compounds</topic><topic>Dehydrogenation</topic><topic>Imidazole</topic><topic>Indoles</topic><topic>Organic chemistry</topic><topic>Organic compounds</topic><topic>Phosphine</topic><topic>Phosphines</topic><topic>Pyrimidines</topic><topic>Quinolines</topic><topic>Quinoxalines</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Tian, Haitao</creatorcontrib><creatorcontrib>Xue, Wenxuan</creatorcontrib><creatorcontrib>Wu, Jingtao</creatorcontrib><creatorcontrib>Yang, Ziguang</creatorcontrib><creatorcontrib>Lu, Hongcheng</creatorcontrib><creatorcontrib>Tang, Conghui</creatorcontrib><collection>CrossRef</collection><collection>Biotechnology Research Abstracts</collection><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Engineering Research Database</collection><collection>Materials Research Database</collection><collection>Biotechnology and BioEngineering Abstracts</collection><jtitle>Organic Chemistry Frontiers</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Tian, Haitao</au><au>Xue, Wenxuan</au><au>Wu, Jingtao</au><au>Yang, Ziguang</au><au>Lu, Hongcheng</au><au>Tang, Conghui</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>A general and practical bifunctional cobalt catalytic system for N-heterocycle assembly via acceptorless dehydrogenation</atitle><jtitle>Organic Chemistry Frontiers</jtitle><date>2022-08-23</date><risdate>2022</risdate><volume>9</volume><issue>17</issue><spage>4554</spage><epage>4560</epage><pages>4554-4560</pages><issn>2052-4129</issn><issn>2052-4110</issn><eissn>2052-4129</eissn><eissn>2052-4110</eissn><abstract>A novel and highly-efficient N-heterocycle assembly methodology catalyzed by a cobalt-
N
,
N
-bidentate complex has been established. The cobalt complex is unprecedented, phosphine-free and easily-prepared, and is used in the synthesis of pyrimidines, quinolines, imidazoles, quinoxalines and indoles from readily available alcohols and amines
via
acceptorless dehydrogenation. More importantly, all N-heterocycles were obtained under nearly identical reaction conditions, which further demonstrated the generality and practicability of the catalytic system. Mechanistically, this cobalt complex forms a catalytic active species upon base treatment and is capable of realizing the alcohol AD process
via
metal–ligand cooperation.</abstract><cop>London</cop><pub>Royal Society of Chemistry</pub><doi>10.1039/D2QO00683A</doi><tpages>7</tpages><orcidid>https://orcid.org/0000-0002-3018-2955</orcidid><orcidid>https://orcid.org/0000-0003-0414-4768</orcidid><orcidid>https://orcid.org/0000-0003-0931-7867</orcidid></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 2052-4129 |
| ispartof | Organic Chemistry Frontiers, 2022-08, Vol.9 (17), p.4554-4560 |
| issn | 2052-4129 2052-4110 2052-4129 2052-4110 |
| language | eng |
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| source | Royal Society Of Chemistry Journals 2008- |
| subjects | Alcohols Amines Assembly Cobalt Cobalt compounds Dehydrogenation Imidazole Indoles Organic chemistry Organic compounds Phosphine Phosphines Pyrimidines Quinolines Quinoxalines |
| title | A general and practical bifunctional cobalt catalytic system for N-heterocycle assembly via acceptorless dehydrogenation |
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