Mn(i)-Catalyzed nucleophilic addition/ring expansion via C-H activation and C-C cleavage
Mn(i)-Catalyzed synthesis of seven- or eight-membered carbocycles is disclosed via C-H activation of heteroarenes and coupling with alkyne-functionalized 1,3-cyclopentadiones or 1,3-cyclohexadiones. This n to n + 2 (n = 5, 6) ring expansion reaction proceeded via a C-H alkenylation/carbonyl addition...
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Veröffentlicht in: | Chemical communications (Cambridge, England) England), 2019-09, Vol.55 (72), p.10764-10767 |
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creator | Liu, Bingxian Yuan, Yin Hu, Panjie Zheng, Guangfan Bai, Dachang Chang, Junbiao Li, Xingwei |
description | Mn(i)-Catalyzed synthesis of seven- or eight-membered carbocycles is disclosed via C-H activation of heteroarenes and coupling with alkyne-functionalized 1,3-cyclopentadiones or 1,3-cyclohexadiones. This n to n + 2 (n = 5, 6) ring expansion reaction proceeded via a C-H alkenylation/carbonyl addition/retro-Aldol cascade. Structurally diverse mid-sized carbocycles were constructed via cleavage of both C-H and C-C bonds in a single operation. |
doi_str_mv | 10.1039/c9cc05973c |
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This n to n + 2 (n = 5, 6) ring expansion reaction proceeded via a C-H alkenylation/carbonyl addition/retro-Aldol cascade. 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Structurally diverse mid-sized carbocycles were constructed via cleavage of both C-H and C-C bonds in a single operation.</description><subject>Activation</subject><subject>Aldehydes</subject><subject>Alkynes</subject><subject>Carbonyls</subject><subject>Chemical synthesis</subject><subject>Cleavage</subject><subject>Crystallography</subject><issn>1359-7345</issn><issn>1364-548X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2019</creationdate><recordtype>article</recordtype><recordid>eNpd0M9LwzAUB_AgitPpxT9ACl5UqEuaH02OEvwFEy8Ku5XX9G1mdO1s2uH86-3c9GAuL-_xySN8CTlj9IZRbkbOOEelSbnbI0eMKxFLoSf7m7s0ccqFHJDjEOa0P0zqQzLgTPBEU3lEJs_Vpb-KLbRQrr-wiKrOlVgv333pXQRF4VtfV6PGV7MIP5dQhb6NVh4iGz9G4Fq_go2IoCr6kY3617CCGZ6QgymUAU93dUje7u9e7WM8fnl4srfj2HEm27igjIKgAgvucpxSLXJIk1QpBjrhSueYCEOnVEmXMqGoQZUr1JDmBaKhjg_J5Xbvsqk_OgxttvDBYVlChXUXsiTRklHBdNrTi390XndN1f9uo4RgRlHVq-utck0dQoPTbNn4BTTrjNFsk3dmjbU_edsen-9WdvkCiz_6GzD_BhpPePY</recordid><startdate>20190916</startdate><enddate>20190916</enddate><creator>Liu, Bingxian</creator><creator>Yuan, Yin</creator><creator>Hu, Panjie</creator><creator>Zheng, Guangfan</creator><creator>Bai, Dachang</creator><creator>Chang, Junbiao</creator><creator>Li, Xingwei</creator><general>Royal Society of Chemistry</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>7U5</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>L7M</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0001-9872-9876</orcidid><orcidid>https://orcid.org/0000-0001-7342-2966</orcidid></search><sort><creationdate>20190916</creationdate><title>Mn(i)-Catalyzed nucleophilic addition/ring expansion via C-H activation and C-C cleavage</title><author>Liu, Bingxian ; Yuan, Yin ; Hu, Panjie ; Zheng, Guangfan ; Bai, Dachang ; Chang, Junbiao ; Li, Xingwei</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c315t-d010a404ed3cbef084ba727661a82368be2490f065c714609e6b6e8a7bdee90c3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2019</creationdate><topic>Activation</topic><topic>Aldehydes</topic><topic>Alkynes</topic><topic>Carbonyls</topic><topic>Chemical synthesis</topic><topic>Cleavage</topic><topic>Crystallography</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Liu, Bingxian</creatorcontrib><creatorcontrib>Yuan, Yin</creatorcontrib><creatorcontrib>Hu, Panjie</creatorcontrib><creatorcontrib>Zheng, Guangfan</creatorcontrib><creatorcontrib>Bai, Dachang</creatorcontrib><creatorcontrib>Chang, Junbiao</creatorcontrib><creatorcontrib>Li, Xingwei</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><collection>MEDLINE - Academic</collection><jtitle>Chemical communications (Cambridge, England)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Liu, Bingxian</au><au>Yuan, Yin</au><au>Hu, Panjie</au><au>Zheng, Guangfan</au><au>Bai, Dachang</au><au>Chang, Junbiao</au><au>Li, Xingwei</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Mn(i)-Catalyzed nucleophilic addition/ring expansion via C-H activation and C-C cleavage</atitle><jtitle>Chemical communications (Cambridge, England)</jtitle><addtitle>Chem Commun (Camb)</addtitle><date>2019-09-16</date><risdate>2019</risdate><volume>55</volume><issue>72</issue><spage>10764</spage><epage>10767</epage><pages>10764-10767</pages><issn>1359-7345</issn><eissn>1364-548X</eissn><abstract>Mn(i)-Catalyzed synthesis of seven- or eight-membered carbocycles is disclosed via C-H activation of heteroarenes and coupling with alkyne-functionalized 1,3-cyclopentadiones or 1,3-cyclohexadiones. 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source | Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection |
subjects | Activation Aldehydes Alkynes Carbonyls Chemical synthesis Cleavage Crystallography |
title | Mn(i)-Catalyzed nucleophilic addition/ring expansion via C-H activation and C-C cleavage |
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