Copper-catalyzed one-pot amine-alkylation of quinones with amines and alkanes
A copper-catalyzed one-pot amine-alkylation of quinones with amines and alkanes in the presence of di- tert -butyl peroxide (DTBP) was developed via a radical reaction process. Various alkanes and aromatic or aliphatic amines with diverse structures and electronic properties are suitable substrates,...
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| Veröffentlicht in: | Organic & biomolecular chemistry 2021-02, Vol.19 (5), p.988-992 |
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| container_title | Organic & biomolecular chemistry |
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| creator | Yang, Jian Wang, Bei Zhang, Yuankang Zhang, Shuqing He, Shuai Shi, Zhi-Chuan Wang, Ji-Yu |
| description | A copper-catalyzed one-pot amine-alkylation of quinones with amines and alkanes in the presence of di-
tert
-butyl peroxide (DTBP) was developed
via
a radical reaction process. Various alkanes and aromatic or aliphatic amines with diverse structures and electronic properties are suitable substrates, and the chirality of amines can be maintained for the transformation. This method has high step and atom economy for straightforward access to aminated and alkylated quinones from readily available starting materials.
Copper-catalyzed three-component amine-alkylation of quinones with amines and alkanes. |
| doi_str_mv | 10.1039/d0ob02514c |
| format | Article |
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tert
-butyl peroxide (DTBP) was developed
via
a radical reaction process. Various alkanes and aromatic or aliphatic amines with diverse structures and electronic properties are suitable substrates, and the chirality of amines can be maintained for the transformation. This method has high step and atom economy for straightforward access to aminated and alkylated quinones from readily available starting materials.
Copper-catalyzed three-component amine-alkylation of quinones with amines and alkanes.</description><identifier>ISSN: 1477-0520</identifier><identifier>EISSN: 1477-0539</identifier><identifier>DOI: 10.1039/d0ob02514c</identifier><identifier>PMID: 33459332</identifier><language>eng</language><publisher>England: Royal Society of Chemistry</publisher><subject>Aliphatic amines ; Alkanes ; Alkylation ; Amines ; Atom economy ; Chirality ; Copper ; Crystallography ; Peroxide ; Quinones ; Substrates</subject><ispartof>Organic & biomolecular chemistry, 2021-02, Vol.19 (5), p.988-992</ispartof><rights>Copyright Royal Society of Chemistry 2021</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c337t-dedc9cec79cb9785e9a6a76ea96db575744987e3d3770cbc2efc1d70ee8efcd23</citedby><cites>FETCH-LOGICAL-c337t-dedc9cec79cb9785e9a6a76ea96db575744987e3d3770cbc2efc1d70ee8efcd23</cites><orcidid>0000-0002-0681-4836</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27901,27902</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/33459332$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Yang, Jian</creatorcontrib><creatorcontrib>Wang, Bei</creatorcontrib><creatorcontrib>Zhang, Yuankang</creatorcontrib><creatorcontrib>Zhang, Shuqing</creatorcontrib><creatorcontrib>He, Shuai</creatorcontrib><creatorcontrib>Shi, Zhi-Chuan</creatorcontrib><creatorcontrib>Wang, Ji-Yu</creatorcontrib><title>Copper-catalyzed one-pot amine-alkylation of quinones with amines and alkanes</title><title>Organic & biomolecular chemistry</title><addtitle>Org Biomol Chem</addtitle><description>A copper-catalyzed one-pot amine-alkylation of quinones with amines and alkanes in the presence of di-
tert
-butyl peroxide (DTBP) was developed
via
a radical reaction process. Various alkanes and aromatic or aliphatic amines with diverse structures and electronic properties are suitable substrates, and the chirality of amines can be maintained for the transformation. This method has high step and atom economy for straightforward access to aminated and alkylated quinones from readily available starting materials.
Copper-catalyzed three-component amine-alkylation of quinones with amines and alkanes.</description><subject>Aliphatic amines</subject><subject>Alkanes</subject><subject>Alkylation</subject><subject>Amines</subject><subject>Atom economy</subject><subject>Chirality</subject><subject>Copper</subject><subject>Crystallography</subject><subject>Peroxide</subject><subject>Quinones</subject><subject>Substrates</subject><issn>1477-0520</issn><issn>1477-0539</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2021</creationdate><recordtype>article</recordtype><recordid>eNpd0c9LwzAUB_AgipvTi3el4EWEatK0fclR60-Y7KLnkiYpdrZNTVpk_vVmdk7wlC-8D4_HNwgdE3xJMOVXCpsCRwmJ5Q6akhggxAnlu9sc4Qk6cG6JMeGQxvtoQmmccEqjKXrOTNdpG0rRi3r1pVVgWh12pg9EU_kk6vdVLfrKtIEpg4-hav3cBZ9V_zYKF4hWBZ4Jnw_RXilqp4827wy93t-9ZI_hfPHwlF3PQ0kp9KHSSnKpJXBZcGCJ5iIVkGrBU1UkkEAccwaaKgqAZSEjXUqiAGvNfFIRnaHzcW9nzcegXZ83lZO6rv0RZnB5FAMDYDhd07N_dGkG2_rrvGIMJ5xFxKuLUUlrnLO6zDtbNcKucoLzdcn5LV7c_JSceXy6WTkUjVZb-tuqBycjsE5up3-_RL8BVlaBkg</recordid><startdate>20210207</startdate><enddate>20210207</enddate><creator>Yang, Jian</creator><creator>Wang, Bei</creator><creator>Zhang, Yuankang</creator><creator>Zhang, Shuqing</creator><creator>He, Shuai</creator><creator>Shi, Zhi-Chuan</creator><creator>Wang, Ji-Yu</creator><general>Royal Society of Chemistry</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7QO</scope><scope>7T7</scope><scope>7TM</scope><scope>8FD</scope><scope>C1K</scope><scope>FR3</scope><scope>P64</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0002-0681-4836</orcidid></search><sort><creationdate>20210207</creationdate><title>Copper-catalyzed one-pot amine-alkylation of quinones with amines and alkanes</title><author>Yang, Jian ; Wang, Bei ; Zhang, Yuankang ; Zhang, Shuqing ; He, Shuai ; Shi, Zhi-Chuan ; Wang, Ji-Yu</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c337t-dedc9cec79cb9785e9a6a76ea96db575744987e3d3770cbc2efc1d70ee8efcd23</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2021</creationdate><topic>Aliphatic amines</topic><topic>Alkanes</topic><topic>Alkylation</topic><topic>Amines</topic><topic>Atom economy</topic><topic>Chirality</topic><topic>Copper</topic><topic>Crystallography</topic><topic>Peroxide</topic><topic>Quinones</topic><topic>Substrates</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Yang, Jian</creatorcontrib><creatorcontrib>Wang, Bei</creatorcontrib><creatorcontrib>Zhang, Yuankang</creatorcontrib><creatorcontrib>Zhang, Shuqing</creatorcontrib><creatorcontrib>He, Shuai</creatorcontrib><creatorcontrib>Shi, Zhi-Chuan</creatorcontrib><creatorcontrib>Wang, Ji-Yu</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>Biotechnology Research Abstracts</collection><collection>Industrial and Applied Microbiology Abstracts (Microbiology A)</collection><collection>Nucleic Acids Abstracts</collection><collection>Technology Research Database</collection><collection>Environmental Sciences and Pollution Management</collection><collection>Engineering Research Database</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>MEDLINE - Academic</collection><jtitle>Organic & biomolecular chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Yang, Jian</au><au>Wang, Bei</au><au>Zhang, Yuankang</au><au>Zhang, Shuqing</au><au>He, Shuai</au><au>Shi, Zhi-Chuan</au><au>Wang, Ji-Yu</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Copper-catalyzed one-pot amine-alkylation of quinones with amines and alkanes</atitle><jtitle>Organic & biomolecular chemistry</jtitle><addtitle>Org Biomol Chem</addtitle><date>2021-02-07</date><risdate>2021</risdate><volume>19</volume><issue>5</issue><spage>988</spage><epage>992</epage><pages>988-992</pages><issn>1477-0520</issn><eissn>1477-0539</eissn><abstract>A copper-catalyzed one-pot amine-alkylation of quinones with amines and alkanes in the presence of di-
tert
-butyl peroxide (DTBP) was developed
via
a radical reaction process. Various alkanes and aromatic or aliphatic amines with diverse structures and electronic properties are suitable substrates, and the chirality of amines can be maintained for the transformation. This method has high step and atom economy for straightforward access to aminated and alkylated quinones from readily available starting materials.
Copper-catalyzed three-component amine-alkylation of quinones with amines and alkanes.</abstract><cop>England</cop><pub>Royal Society of Chemistry</pub><pmid>33459332</pmid><doi>10.1039/d0ob02514c</doi><tpages>5</tpages><orcidid>https://orcid.org/0000-0002-0681-4836</orcidid></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 1477-0520 |
| ispartof | Organic & biomolecular chemistry, 2021-02, Vol.19 (5), p.988-992 |
| issn | 1477-0520 1477-0539 |
| language | eng |
| recordid | cdi_crossref_primary_10_1039_D0OB02514C |
| source | Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection |
| subjects | Aliphatic amines Alkanes Alkylation Amines Atom economy Chirality Copper Crystallography Peroxide Quinones Substrates |
| title | Copper-catalyzed one-pot amine-alkylation of quinones with amines and alkanes |
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