anti-Carbometalation of Alkynyl Sulfides Using Indium Tribromide and Ketene Silyl Acetals
We developed the regioselective anti-carbometalation of alkynyl sulfides via the use of InBr3 and organosilicon nucleophiles to give β-mercaptoalkenylindium compounds. The structure of β-mercaptoalkenylindium was characterized by X-ray crystallographic analysis. A variety of disubstituted alkenyl su...
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Veröffentlicht in: | Chemistry letters 2020-10, Vol.49 (10), p.1136-1139 |
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creator | Kang, Kyoungmin Sakamoto, Kosuke Nishimoto, Yoshihiro Yasuda, Makoto |
description | We developed the regioselective anti-carbometalation of alkynyl sulfides via the use of InBr3 and organosilicon nucleophiles to give β-mercaptoalkenylindium compounds. The structure of β-mercaptoalkenylindium was characterized by X-ray crystallographic analysis. A variety of disubstituted alkenyl sulfides were regio- and stereoselectively obtained by either halogenation or Pd-catalyzed cross-coupling with aryl halides using the mercaptoalkenylindiums. |
doi_str_mv | 10.1246/cl.200400 |
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A variety of disubstituted alkenyl sulfides were regio- and stereoselectively obtained by either halogenation or Pd-catalyzed cross-coupling with aryl halides using the mercaptoalkenylindiums.</description><subject>Acetals</subject><subject>Aromatic compounds</subject><subject>Cross coupling</subject><subject>Crystallography</subject><subject>Halides</subject><subject>Halogenation</subject><subject>Nucleophiles</subject><subject>Sulfides</subject><issn>0366-7022</issn><issn>1348-0715</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><recordid>eNplkD1PwzAURS0EEqUw8A8sMTGk2I7juGNV8VFRiaHtwBTZzjO4JHZxkiH_HldFYmC6wz33POkhdEvJjDIuHkwzY4RwQs7QhOZcZqSkxTmakFyIrCSMXaKrrtsTQuQ8ZxP0rnzvsqWKOrTQq0b1LngcLF40X6MfG7wZGutq6PCuc_4Dr3zthhZvo9MxtKnAytf4FXrwgDeuSYuFOYq6a3RhU8DNb07R7ulxu3zJ1m_Pq-VinRlOeZ9BIQnXrBZcgSwtFFDqWmoGVjNdFEKKUstappprYhSB2mpj1ZyJkgoAyKfo7uQ9xPA9QNdX-zBEn05WjBclE4JSmaj7E2Vi6LoItjpE16o4VpRUx89VpqlOn0us-GU_oXUmmYJx0I97dVD-z_5_-ANz2XRr</recordid><startdate>20201005</startdate><enddate>20201005</enddate><creator>Kang, Kyoungmin</creator><creator>Sakamoto, Kosuke</creator><creator>Nishimoto, Yoshihiro</creator><creator>Yasuda, Makoto</creator><general>The Chemical Society of Japan</general><general>Chemical Society of Japan</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope></search><sort><creationdate>20201005</creationdate><title>anti-Carbometalation of Alkynyl Sulfides Using Indium Tribromide and Ketene Silyl Acetals</title><author>Kang, Kyoungmin ; Sakamoto, Kosuke ; Nishimoto, Yoshihiro ; Yasuda, Makoto</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c414t-e5804b2d64ae87fe5e7bd8b2efb2b556867b8d864a4b0ca0edfbcfa926716eee3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><topic>Acetals</topic><topic>Aromatic compounds</topic><topic>Cross coupling</topic><topic>Crystallography</topic><topic>Halides</topic><topic>Halogenation</topic><topic>Nucleophiles</topic><topic>Sulfides</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Kang, Kyoungmin</creatorcontrib><creatorcontrib>Sakamoto, Kosuke</creatorcontrib><creatorcontrib>Nishimoto, Yoshihiro</creatorcontrib><creatorcontrib>Yasuda, Makoto</creatorcontrib><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><jtitle>Chemistry letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Kang, Kyoungmin</au><au>Sakamoto, Kosuke</au><au>Nishimoto, Yoshihiro</au><au>Yasuda, Makoto</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>anti-Carbometalation of Alkynyl Sulfides Using Indium Tribromide and Ketene Silyl Acetals</atitle><jtitle>Chemistry letters</jtitle><date>2020-10-05</date><risdate>2020</risdate><volume>49</volume><issue>10</issue><spage>1136</spage><epage>1139</epage><pages>1136-1139</pages><issn>0366-7022</issn><eissn>1348-0715</eissn><abstract>We developed the regioselective anti-carbometalation of alkynyl sulfides via the use of InBr3 and organosilicon nucleophiles to give β-mercaptoalkenylindium compounds. 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subjects | Acetals Aromatic compounds Cross coupling Crystallography Halides Halogenation Nucleophiles Sulfides |
title | anti-Carbometalation of Alkynyl Sulfides Using Indium Tribromide and Ketene Silyl Acetals |
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