Rh III ‐Catalyzed Directed C−H Bromination and Iodination to Synthesize Atropisomeric Biaryls
The [Rh III Cp*]‐catalyzed directed C−H bromination and iodination reactions of 2‐aryl isoquinolines/pyridines are highly efficient and afford atropisomeric biaryl compounds (Cp*=1,2,3,4,5‐pentamethylcyclopenta‐2,4‐dienyl) in good yields. Among several reported C−H bond halogenation methods, the com...
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| Veröffentlicht in: | Asian journal of organic chemistry 2016-09, Vol.5 (9), p.1107-1110 |
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| container_title | Asian journal of organic chemistry |
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| creator | Kim, Kiseong Hyun, Jaeyong Kim, Jin Kim, Hyunwoo |
| description | The [Rh
III
Cp*]‐catalyzed directed C−H bromination and iodination reactions of 2‐aryl isoquinolines/pyridines are highly efficient and afford atropisomeric biaryl compounds (Cp*=1,2,3,4,5‐pentamethylcyclopenta‐2,4‐dienyl) in good yields. Among several reported C−H bond halogenation methods, the combination of [Rh
III
Cp*Cl
2
]
2
/AgSbF
6
,
N
‐halosuccinimide, and pivalic acid in 1,2‐dichloroethane is found to be the only effective catalytic system to provide atropisomeric 2′‐halogenated 2‐aryl isoquinolines/pyridines. |
| doi_str_mv | 10.1002/ajoc.201600259 |
| format | Article |
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III
Cp*]‐catalyzed directed C−H bromination and iodination reactions of 2‐aryl isoquinolines/pyridines are highly efficient and afford atropisomeric biaryl compounds (Cp*=1,2,3,4,5‐pentamethylcyclopenta‐2,4‐dienyl) in good yields. Among several reported C−H bond halogenation methods, the combination of [Rh
III
Cp*Cl
2
]
2
/AgSbF
6
,
N
‐halosuccinimide, and pivalic acid in 1,2‐dichloroethane is found to be the only effective catalytic system to provide atropisomeric 2′‐halogenated 2‐aryl isoquinolines/pyridines.</description><identifier>ISSN: 2193-5807</identifier><identifier>EISSN: 2193-5815</identifier><identifier>DOI: 10.1002/ajoc.201600259</identifier><language>eng</language><ispartof>Asian journal of organic chemistry, 2016-09, Vol.5 (9), p.1107-1110</ispartof><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c169t-68677126db6ec636c94a34fbc1ae9ffd193d325b0fdd9e9d422eb6c3154d7e503</citedby><cites>FETCH-LOGICAL-c169t-68677126db6ec636c94a34fbc1ae9ffd193d325b0fdd9e9d422eb6c3154d7e503</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27903,27904</link.rule.ids></links><search><creatorcontrib>Kim, Kiseong</creatorcontrib><creatorcontrib>Hyun, Jaeyong</creatorcontrib><creatorcontrib>Kim, Jin</creatorcontrib><creatorcontrib>Kim, Hyunwoo</creatorcontrib><title>Rh III ‐Catalyzed Directed C−H Bromination and Iodination to Synthesize Atropisomeric Biaryls</title><title>Asian journal of organic chemistry</title><description>The [Rh
III
Cp*]‐catalyzed directed C−H bromination and iodination reactions of 2‐aryl isoquinolines/pyridines are highly efficient and afford atropisomeric biaryl compounds (Cp*=1,2,3,4,5‐pentamethylcyclopenta‐2,4‐dienyl) in good yields. Among several reported C−H bond halogenation methods, the combination of [Rh
III
Cp*Cl
2
]
2
/AgSbF
6
,
N
‐halosuccinimide, and pivalic acid in 1,2‐dichloroethane is found to be the only effective catalytic system to provide atropisomeric 2′‐halogenated 2‐aryl isoquinolines/pyridines.</description><issn>2193-5807</issn><issn>2193-5815</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2016</creationdate><recordtype>article</recordtype><recordid>eNo9kLtOwzAYhS0EElXpyuwXSPEltuuxDZdGqoTEZY4c21FdJXFle0knRkbEI_ZJSAX0X845y9H5PwBuMZpjhMid2nk9JwjzMTB5ASYES5qxBWaXZ4_ENZjFuEPjCSExkROgXrawLEt4_PgqVFLtcLAG3rtgdRpNcfz8XsNV8J3rVXK-h6o3sPTmPyYPX4c-bW10BwuXKfi9i76zwWm4cioMbbwBV41qo5396RS8Pz68Fets8_xUFstNpjGXKeMLLgQm3NTcak65lrmieVNrrKxsGjO-YChhNWqMkVaanBBbc00xy42wDNEpmP_26uBjDLap9sF144QKo-rEqDoxqs6M6A_4Olzu</recordid><startdate>201609</startdate><enddate>201609</enddate><creator>Kim, Kiseong</creator><creator>Hyun, Jaeyong</creator><creator>Kim, Jin</creator><creator>Kim, Hyunwoo</creator><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>201609</creationdate><title>Rh III ‐Catalyzed Directed C−H Bromination and Iodination to Synthesize Atropisomeric Biaryls</title><author>Kim, Kiseong ; Hyun, Jaeyong ; Kim, Jin ; Kim, Hyunwoo</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c169t-68677126db6ec636c94a34fbc1ae9ffd193d325b0fdd9e9d422eb6c3154d7e503</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2016</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Kim, Kiseong</creatorcontrib><creatorcontrib>Hyun, Jaeyong</creatorcontrib><creatorcontrib>Kim, Jin</creatorcontrib><creatorcontrib>Kim, Hyunwoo</creatorcontrib><collection>CrossRef</collection><jtitle>Asian journal of organic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Kim, Kiseong</au><au>Hyun, Jaeyong</au><au>Kim, Jin</au><au>Kim, Hyunwoo</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Rh III ‐Catalyzed Directed C−H Bromination and Iodination to Synthesize Atropisomeric Biaryls</atitle><jtitle>Asian journal of organic chemistry</jtitle><date>2016-09</date><risdate>2016</risdate><volume>5</volume><issue>9</issue><spage>1107</spage><epage>1110</epage><pages>1107-1110</pages><issn>2193-5807</issn><eissn>2193-5815</eissn><abstract>The [Rh
III
Cp*]‐catalyzed directed C−H bromination and iodination reactions of 2‐aryl isoquinolines/pyridines are highly efficient and afford atropisomeric biaryl compounds (Cp*=1,2,3,4,5‐pentamethylcyclopenta‐2,4‐dienyl) in good yields. Among several reported C−H bond halogenation methods, the combination of [Rh
III
Cp*Cl
2
]
2
/AgSbF
6
,
N
‐halosuccinimide, and pivalic acid in 1,2‐dichloroethane is found to be the only effective catalytic system to provide atropisomeric 2′‐halogenated 2‐aryl isoquinolines/pyridines.</abstract><doi>10.1002/ajoc.201600259</doi><tpages>4</tpages></addata></record> |
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| identifier | ISSN: 2193-5807 |
| ispartof | Asian journal of organic chemistry, 2016-09, Vol.5 (9), p.1107-1110 |
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| language | eng |
| recordid | cdi_crossref_primary_10_1002_ajoc_201600259 |
| source | Wiley Online Library Journals Frontfile Complete |
| title | Rh III ‐Catalyzed Directed C−H Bromination and Iodination to Synthesize Atropisomeric Biaryls |
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