Synthesis, Cross-Coupling, and Anionic Cyclization of ortho-Substituted Naphthaleneboronic Esters
Abstract 1-Fluoro-, 1-chloro- and 1-cyanonaphthalene were lithiated and then borylated at the 2-position. The 1-substituted naphthaleneboronic esters were cross-coupled with aryl halides to give 2-aryl-1-fluoro-, 2-aryl-1-chloro- and 2-aryl-1-cyanonaphthalenes. The 2-aryl-1-cyano- and 2-aryl-1-fluor...
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Veröffentlicht in: | Synthesis (Stuttgart) 2006-10, Vol.2006 (20), p.3478-3484 |
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container_title | Synthesis (Stuttgart) |
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creator | Lysén, Morten Madden, Maurice Kristensen, Jesper Langgaard Vedsø, Per Zøllner, Camilla Begtrup, Mikael |
description | Abstract
1-Fluoro-, 1-chloro- and 1-cyanonaphthalene were lithiated and then borylated at the 2-position. The 1-substituted naphthaleneboronic esters were cross-coupled with aryl halides to give 2-aryl-1-fluoro-, 2-aryl-1-chloro- and 2-aryl-1-cyanonaphthalenes. The 2-aryl-1-cyano- and 2-aryl-1-fluoronaphthalenes were reacted with N-butyllithium or lithium morpholide to give new benzophenanthridine derivatives. |
doi_str_mv | 10.1055/s-2006-950239 |
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1-Fluoro-, 1-chloro- and 1-cyanonaphthalene were lithiated and then borylated at the 2-position. The 1-substituted naphthaleneboronic esters were cross-coupled with aryl halides to give 2-aryl-1-fluoro-, 2-aryl-1-chloro- and 2-aryl-1-cyanonaphthalenes. The 2-aryl-1-cyano- and 2-aryl-1-fluoronaphthalenes were reacted with N-butyllithium or lithium morpholide to give new benzophenanthridine derivatives.</description><identifier>ISSN: 0039-7881</identifier><identifier>EISSN: 1437-210X</identifier><identifier>DOI: 10.1055/s-2006-950239</identifier><language>eng</language><ispartof>Synthesis (Stuttgart), 2006-10, Vol.2006 (20), p.3478-3484</ispartof><rights>Georg Thieme Verlag Stuttgart · New York</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://www.thieme-connect.de/products/ejournals/pdf/10.1055/s-2006-950239.pdf$$EPDF$$P50$$Gthieme$$H</linktopdf><linktohtml>$$Uhttps://www.thieme-connect.de/products/ejournals/html/10.1055/s-2006-950239$$EHTML$$P50$$Gthieme$$H</linktohtml><link.rule.ids>314,776,780,3004,3005,27901,27902,54534,54535</link.rule.ids></links><search><creatorcontrib>Lysén, Morten</creatorcontrib><creatorcontrib>Madden, Maurice</creatorcontrib><creatorcontrib>Kristensen, Jesper Langgaard</creatorcontrib><creatorcontrib>Vedsø, Per</creatorcontrib><creatorcontrib>Zøllner, Camilla</creatorcontrib><creatorcontrib>Begtrup, Mikael</creatorcontrib><title>Synthesis, Cross-Coupling, and Anionic Cyclization of ortho-Substituted Naphthaleneboronic Esters</title><title>Synthesis (Stuttgart)</title><addtitle>Synthesis</addtitle><description>Abstract
1-Fluoro-, 1-chloro- and 1-cyanonaphthalene were lithiated and then borylated at the 2-position. The 1-substituted naphthaleneboronic esters were cross-coupled with aryl halides to give 2-aryl-1-fluoro-, 2-aryl-1-chloro- and 2-aryl-1-cyanonaphthalenes. The 2-aryl-1-cyano- and 2-aryl-1-fluoronaphthalenes were reacted with N-butyllithium or lithium morpholide to give new benzophenanthridine derivatives.</description><issn>0039-7881</issn><issn>1437-210X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2006</creationdate><recordtype>article</recordtype><recordid>eNp1kLFOwzAQhi0EEqUwsucBarjEceyMVVQoUgVDQWKL7PhCXKVxZTtDeXpSysp0-qXvTv99hNyn8JAC54-BZgAFLTlkrLwgszRngmYpfF6SGQArqZAyvSY3IewAQEzQjKjtcYgdBhsWSeVdCLRy46G3w9ciUYNJloN1g22S6tj09lvFKSWuTZyPnaPbUYdo4xjRJK_q0MVO9Tigdv53ZxUi-nBLrlrVB7z7m3Py8bR6r9Z08_b8Ui03tMkYRKq4kIq1BWuM0TzLtUQ0Miu4lqC1EYUomcikQYk5U0UjCs5NjjkyDalBYHNCz3eb0xse2_rg7V75Y51CffJTh_rkpz77mfjFmY-dxT3WOzf6YSr4D_4DhDhoSQ</recordid><startdate>20061017</startdate><enddate>20061017</enddate><creator>Lysén, Morten</creator><creator>Madden, Maurice</creator><creator>Kristensen, Jesper Langgaard</creator><creator>Vedsø, Per</creator><creator>Zøllner, Camilla</creator><creator>Begtrup, Mikael</creator><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>20061017</creationdate><title>Synthesis, Cross-Coupling, and Anionic Cyclization of ortho-Substituted Naphthaleneboronic Esters</title><author>Lysén, Morten ; Madden, Maurice ; Kristensen, Jesper Langgaard ; Vedsø, Per ; Zøllner, Camilla ; Begtrup, Mikael</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c230t-a578a3f63cddb524b8eed8265b80bbd76793728de8e43a6c7655d4e4e3b01de03</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2006</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Lysén, Morten</creatorcontrib><creatorcontrib>Madden, Maurice</creatorcontrib><creatorcontrib>Kristensen, Jesper Langgaard</creatorcontrib><creatorcontrib>Vedsø, Per</creatorcontrib><creatorcontrib>Zøllner, Camilla</creatorcontrib><creatorcontrib>Begtrup, Mikael</creatorcontrib><collection>CrossRef</collection><jtitle>Synthesis (Stuttgart)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Lysén, Morten</au><au>Madden, Maurice</au><au>Kristensen, Jesper Langgaard</au><au>Vedsø, Per</au><au>Zøllner, Camilla</au><au>Begtrup, Mikael</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis, Cross-Coupling, and Anionic Cyclization of ortho-Substituted Naphthaleneboronic Esters</atitle><jtitle>Synthesis (Stuttgart)</jtitle><addtitle>Synthesis</addtitle><date>2006-10-17</date><risdate>2006</risdate><volume>2006</volume><issue>20</issue><spage>3478</spage><epage>3484</epage><pages>3478-3484</pages><issn>0039-7881</issn><eissn>1437-210X</eissn><abstract>Abstract
1-Fluoro-, 1-chloro- and 1-cyanonaphthalene were lithiated and then borylated at the 2-position. The 1-substituted naphthaleneboronic esters were cross-coupled with aryl halides to give 2-aryl-1-fluoro-, 2-aryl-1-chloro- and 2-aryl-1-cyanonaphthalenes. The 2-aryl-1-cyano- and 2-aryl-1-fluoronaphthalenes were reacted with N-butyllithium or lithium morpholide to give new benzophenanthridine derivatives.</abstract><doi>10.1055/s-2006-950239</doi><tpages>7</tpages></addata></record> |
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title | Synthesis, Cross-Coupling, and Anionic Cyclization of ortho-Substituted Naphthaleneboronic Esters |
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