Divergent α-functionalization of cyclic amines via ring construction by molecular O2 oxidized dearomatization and ring deconstruction by aromatization-driven C–C σ-bond cleavage
An efficient approach to achieve the divergent α-C(sp3)–H functionalization of cyclic amines through a rationally designed ring construction and ring deconstruction strategy was developed. A variety of spiro cyclohexadienone decorated cyclic amines were obtained via ring construction by molecular O2...
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| Veröffentlicht in: | Green chemistry : an international journal and green chemistry resource : GC 2021-01, Vol.23 (15), p.5535-5541 |
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| container_end_page | 5541 |
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| container_issue | 15 |
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| container_title | Green chemistry : an international journal and green chemistry resource : GC |
| container_volume | 23 |
| creator | Hu, Fangzhi Wang, Liang Ge, Chunyan Li, Xinyao Ding, Zhanshuai Lubin, Xu Li, Shuai-Shuai |
| description | An efficient approach to achieve the divergent α-C(sp3)–H functionalization of cyclic amines through a rationally designed ring construction and ring deconstruction strategy was developed. A variety of spiro cyclohexadienone decorated cyclic amines were obtained via ring construction by molecular O2 oxidized dearomatization/cyclization. In addition, the sequential α-C(sp3)–H bond functionalization of cyclic amines was achieved via ring deconstruction through aromatization-driven C–C bond cleavage/intermolecular functionalization with the addition of diverse Grignard reagents or NaBD4. |
| doi_str_mv | 10.1039/d1gc00941a |
| format | Article |
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A variety of spiro cyclohexadienone decorated cyclic amines were obtained via ring construction by molecular O2 oxidized dearomatization/cyclization. In addition, the sequential α-C(sp3)–H bond functionalization of cyclic amines was achieved via ring deconstruction through aromatization-driven C–C bond cleavage/intermolecular functionalization with the addition of diverse Grignard reagents or NaBD4.</description><identifier>ISSN: 1463-9262</identifier><identifier>EISSN: 1463-9270</identifier><identifier>DOI: 10.1039/d1gc00941a</identifier><language>eng</language><publisher>Cambridge: Royal Society of Chemistry</publisher><subject>Amines ; Cleavage ; Construction ; Covalent bonds ; Crystallography ; Deconstruction ; Green chemistry ; Hydrogen bonds ; Reagents</subject><ispartof>Green chemistry : an international journal and green chemistry resource : GC, 2021-01, Vol.23 (15), p.5535-5541</ispartof><rights>Copyright Royal Society of Chemistry 2021</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c696-50fdb4fb6d2774d4e4759925672d378ffd638a298dceafc516e9397a3b3962913</citedby></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids></links><search><creatorcontrib>Hu, Fangzhi</creatorcontrib><creatorcontrib>Wang, Liang</creatorcontrib><creatorcontrib>Ge, Chunyan</creatorcontrib><creatorcontrib>Li, Xinyao</creatorcontrib><creatorcontrib>Ding, Zhanshuai</creatorcontrib><creatorcontrib>Lubin, Xu</creatorcontrib><creatorcontrib>Li, Shuai-Shuai</creatorcontrib><title>Divergent α-functionalization of cyclic amines via ring construction by molecular O2 oxidized dearomatization and ring deconstruction by aromatization-driven C–C σ-bond cleavage</title><title>Green chemistry : an international journal and green chemistry resource : GC</title><description>An efficient approach to achieve the divergent α-C(sp3)–H functionalization of cyclic amines through a rationally designed ring construction and ring deconstruction strategy was developed. A variety of spiro cyclohexadienone decorated cyclic amines were obtained via ring construction by molecular O2 oxidized dearomatization/cyclization. In addition, the sequential α-C(sp3)–H bond functionalization of cyclic amines was achieved via ring deconstruction through aromatization-driven C–C bond cleavage/intermolecular functionalization with the addition of diverse Grignard reagents or NaBD4.</description><subject>Amines</subject><subject>Cleavage</subject><subject>Construction</subject><subject>Covalent bonds</subject><subject>Crystallography</subject><subject>Deconstruction</subject><subject>Green chemistry</subject><subject>Hydrogen bonds</subject><subject>Reagents</subject><issn>1463-9262</issn><issn>1463-9270</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2021</creationdate><recordtype>article</recordtype><recordid>eNpdkE1KAzEAhYMoWKsbTxBwPZq_SZqljFqFQjfdl0x-hpRpopmZYrsSPIInceE19A6exNEWQVfvLd77eDwATjE6x4jKC4MrjZBkWO2BAWacZpIItP_rOTkER02zQAhjwdkAvF35lU2VDS18f81cF3TrY1C136hvA6ODeq1rr6Fa-mAbuPIKJh8qqGNo2tT95GG5hstYW93VKsEpgfHRG7-xBhqrUlz2rB1PBbOtG_sf8CeYmdQPC7D4fHop4MdzVsa-qWurVqqyx-DAqbqxJzsdgtnN9ay4zSbT8V1xOck0lzzLkTMlcyU3RAhmmGUil5LkXBBDxcg5w-lIETky2iqnc8ytpFIoWlLJicR0CM622PsUHzrbtPNF7FL_TjMneS4IFj2MfgEUtnjG</recordid><startdate>20210101</startdate><enddate>20210101</enddate><creator>Hu, Fangzhi</creator><creator>Wang, Liang</creator><creator>Ge, Chunyan</creator><creator>Li, Xinyao</creator><creator>Ding, Zhanshuai</creator><creator>Lubin, Xu</creator><creator>Li, Shuai-Shuai</creator><general>Royal Society of Chemistry</general><scope>7SR</scope><scope>7ST</scope><scope>7U6</scope><scope>8BQ</scope><scope>8FD</scope><scope>C1K</scope><scope>JG9</scope></search><sort><creationdate>20210101</creationdate><title>Divergent α-functionalization of cyclic amines via ring construction by molecular O2 oxidized dearomatization and ring deconstruction by aromatization-driven C–C σ-bond cleavage</title><author>Hu, Fangzhi ; Wang, Liang ; Ge, Chunyan ; Li, Xinyao ; Ding, Zhanshuai ; Lubin, Xu ; Li, Shuai-Shuai</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c696-50fdb4fb6d2774d4e4759925672d378ffd638a298dceafc516e9397a3b3962913</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2021</creationdate><topic>Amines</topic><topic>Cleavage</topic><topic>Construction</topic><topic>Covalent bonds</topic><topic>Crystallography</topic><topic>Deconstruction</topic><topic>Green chemistry</topic><topic>Hydrogen bonds</topic><topic>Reagents</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Hu, Fangzhi</creatorcontrib><creatorcontrib>Wang, Liang</creatorcontrib><creatorcontrib>Ge, Chunyan</creatorcontrib><creatorcontrib>Li, Xinyao</creatorcontrib><creatorcontrib>Ding, Zhanshuai</creatorcontrib><creatorcontrib>Lubin, Xu</creatorcontrib><creatorcontrib>Li, Shuai-Shuai</creatorcontrib><collection>Engineered Materials Abstracts</collection><collection>Environment Abstracts</collection><collection>Sustainability Science Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Environmental Sciences and Pollution Management</collection><collection>Materials Research Database</collection><jtitle>Green chemistry : an international journal and green chemistry resource : GC</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Hu, Fangzhi</au><au>Wang, Liang</au><au>Ge, Chunyan</au><au>Li, Xinyao</au><au>Ding, Zhanshuai</au><au>Lubin, Xu</au><au>Li, Shuai-Shuai</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Divergent α-functionalization of cyclic amines via ring construction by molecular O2 oxidized dearomatization and ring deconstruction by aromatization-driven C–C σ-bond cleavage</atitle><jtitle>Green chemistry : an international journal and green chemistry resource : GC</jtitle><date>2021-01-01</date><risdate>2021</risdate><volume>23</volume><issue>15</issue><spage>5535</spage><epage>5541</epage><pages>5535-5541</pages><issn>1463-9262</issn><eissn>1463-9270</eissn><abstract>An efficient approach to achieve the divergent α-C(sp3)–H functionalization of cyclic amines through a rationally designed ring construction and ring deconstruction strategy was developed. A variety of spiro cyclohexadienone decorated cyclic amines were obtained via ring construction by molecular O2 oxidized dearomatization/cyclization. In addition, the sequential α-C(sp3)–H bond functionalization of cyclic amines was achieved via ring deconstruction through aromatization-driven C–C bond cleavage/intermolecular functionalization with the addition of diverse Grignard reagents or NaBD4.</abstract><cop>Cambridge</cop><pub>Royal Society of Chemistry</pub><doi>10.1039/d1gc00941a</doi><tpages>7</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 1463-9262 |
| ispartof | Green chemistry : an international journal and green chemistry resource : GC, 2021-01, Vol.23 (15), p.5535-5541 |
| issn | 1463-9262 1463-9270 |
| language | eng |
| recordid | cdi_proquest_journals_2557217256 |
| source | Royal Society Of Chemistry Journals; Alma/SFX Local Collection |
| subjects | Amines Cleavage Construction Covalent bonds Crystallography Deconstruction Green chemistry Hydrogen bonds Reagents |
| title | Divergent α-functionalization of cyclic amines via ring construction by molecular O2 oxidized dearomatization and ring deconstruction by aromatization-driven C–C σ-bond cleavage |
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