Cross Coupling of Bis[(E)-2-bromovinyl)] Selenide with Terminal Acetylenes in the Presence of Pd(PPh3)4: the First Example of the Sonogashira Cross Coupling Involving Vinyl Selenide
Bis[( E )-2-bromovinyl] selenide enters cross coupling with terminal acetylenes in the presence of a Pd/CuI catalyst at room temperature. The reaction involves both the bromine atom and the selanyl function and leads to both substituted bis(but-1-en-3-ynyl) selenides and enediynes with complete rete...
Gespeichert in:
| Veröffentlicht in: | Russian journal of organic chemistry 2021-11, Vol.57 (11), p.1882-1886 |
|---|---|
| Hauptverfasser: | , , , |
| Format: | Artikel |
| Sprache: | eng |
| Schlagworte: | |
| Online-Zugang: | Volltext |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | 1886 |
|---|---|
| container_issue | 11 |
| container_start_page | 1882 |
| container_title | Russian journal of organic chemistry |
| container_volume | 57 |
| creator | Martynov, A. V. Makhaeva, N. A. Musalov, M. V. Amosova, S. V. |
| description | Bis[(
E
)-2-bromovinyl] selenide enters cross coupling with terminal acetylenes in the presence of a Pd/CuI catalyst at room temperature. The reaction involves both the bromine atom and the selanyl function and leads to both substituted bis(but-1-en-3-ynyl) selenides and enediynes with complete retention of the configuration of the parent selenide. |
| doi_str_mv | 10.1134/S1070428021110117 |
| format | Article |
| fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_journals_2610487996</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2610487996</sourcerecordid><originalsourceid>FETCH-LOGICAL-c2317-b8c54e27df4ae04d8f8051b6cb76afe77762e4874c161882e81e3bfc98acdbee3</originalsourceid><addsrcrecordid>eNp1kV9LIzEUxQdR8N9-AN8CvtiH0dwkTlLftFRXECy064ssQyZzp41Mk5pMq_1gfr-daRcFl33KJb9zDudyk-QE6DkAFxdjoJIKpigDAAogd5IDyKhKOe_z3XZucdrx_eQwxhdKqQDBD5KPQfAxkoFfLmrrpsRX5MbG57NhL2VpEfzcr6xb173fZIw1OlsiebPNjEwwzK3TNbk22KxbgpFYR5oZklHAiM5glzUqz0ajGe-Jqw26tSE2ZPiu54t6w7vPsXd-quPMBk2-tbl3K1-vuumpa_HZ4TjZq3Qd8cff9yj5dTucDH6mD49394Prh9QwDjItlLkUyGRZCY1UlKpS9BKKzBQy0xVKKTOGQklhIAOlGCpAXlSmr7QpC0R-lJxucxfBvy4xNvmLX4Z27ZizDGhr7fezVgVblenaB6zyRbBzHdY50Ly7Tv7PdVoP23piq3VTDF_J_zf9ASlekiM</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2610487996</pqid></control><display><type>article</type><title>Cross Coupling of Bis[(E)-2-bromovinyl)] Selenide with Terminal Acetylenes in the Presence of Pd(PPh3)4: the First Example of the Sonogashira Cross Coupling Involving Vinyl Selenide</title><source>SpringerLink Journals - AutoHoldings</source><creator>Martynov, A. V. ; Makhaeva, N. A. ; Musalov, M. V. ; Amosova, S. V.</creator><creatorcontrib>Martynov, A. V. ; Makhaeva, N. A. ; Musalov, M. V. ; Amosova, S. V.</creatorcontrib><description>Bis[(
E
)-2-bromovinyl] selenide enters cross coupling with terminal acetylenes in the presence of a Pd/CuI catalyst at room temperature. The reaction involves both the bromine atom and the selanyl function and leads to both substituted bis(but-1-en-3-ynyl) selenides and enediynes with complete retention of the configuration of the parent selenide.</description><identifier>ISSN: 1070-4280</identifier><identifier>EISSN: 1608-3393</identifier><identifier>DOI: 10.1134/S1070428021110117</identifier><language>eng</language><publisher>Moscow: Pleiades Publishing</publisher><subject>Bromine ; Chemistry ; Chemistry and Materials Science ; Cross coupling ; Enediynes ; Organic Chemistry ; Room temperature ; Selenides</subject><ispartof>Russian journal of organic chemistry, 2021-11, Vol.57 (11), p.1882-1886</ispartof><rights>Pleiades Publishing, Ltd. 2021</rights><rights>Pleiades Publishing, Ltd. 2021.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c2317-b8c54e27df4ae04d8f8051b6cb76afe77762e4874c161882e81e3bfc98acdbee3</citedby><cites>FETCH-LOGICAL-c2317-b8c54e27df4ae04d8f8051b6cb76afe77762e4874c161882e81e3bfc98acdbee3</cites><orcidid>0000-0002-8808-0994 ; 0000-0002-2874-3725 ; 0000-0001-9483-7968 ; 0000-0002-7638-8377</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://link.springer.com/content/pdf/10.1134/S1070428021110117$$EPDF$$P50$$Gspringer$$H</linktopdf><linktohtml>$$Uhttps://link.springer.com/10.1134/S1070428021110117$$EHTML$$P50$$Gspringer$$H</linktohtml><link.rule.ids>314,776,780,27901,27902,41464,42533,51294</link.rule.ids></links><search><creatorcontrib>Martynov, A. V.</creatorcontrib><creatorcontrib>Makhaeva, N. A.</creatorcontrib><creatorcontrib>Musalov, M. V.</creatorcontrib><creatorcontrib>Amosova, S. V.</creatorcontrib><title>Cross Coupling of Bis[(E)-2-bromovinyl)] Selenide with Terminal Acetylenes in the Presence of Pd(PPh3)4: the First Example of the Sonogashira Cross Coupling Involving Vinyl Selenide</title><title>Russian journal of organic chemistry</title><addtitle>Russ J Org Chem</addtitle><description>Bis[(
E
)-2-bromovinyl] selenide enters cross coupling with terminal acetylenes in the presence of a Pd/CuI catalyst at room temperature. The reaction involves both the bromine atom and the selanyl function and leads to both substituted bis(but-1-en-3-ynyl) selenides and enediynes with complete retention of the configuration of the parent selenide.</description><subject>Bromine</subject><subject>Chemistry</subject><subject>Chemistry and Materials Science</subject><subject>Cross coupling</subject><subject>Enediynes</subject><subject>Organic Chemistry</subject><subject>Room temperature</subject><subject>Selenides</subject><issn>1070-4280</issn><issn>1608-3393</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2021</creationdate><recordtype>article</recordtype><recordid>eNp1kV9LIzEUxQdR8N9-AN8CvtiH0dwkTlLftFRXECy064ssQyZzp41Mk5pMq_1gfr-daRcFl33KJb9zDudyk-QE6DkAFxdjoJIKpigDAAogd5IDyKhKOe_z3XZucdrx_eQwxhdKqQDBD5KPQfAxkoFfLmrrpsRX5MbG57NhL2VpEfzcr6xb173fZIw1OlsiebPNjEwwzK3TNbk22KxbgpFYR5oZklHAiM5glzUqz0ajGe-Jqw26tSE2ZPiu54t6w7vPsXd-quPMBk2-tbl3K1-vuumpa_HZ4TjZq3Qd8cff9yj5dTucDH6mD49394Prh9QwDjItlLkUyGRZCY1UlKpS9BKKzBQy0xVKKTOGQklhIAOlGCpAXlSmr7QpC0R-lJxucxfBvy4xNvmLX4Z27ZizDGhr7fezVgVblenaB6zyRbBzHdY50Ly7Tv7PdVoP23piq3VTDF_J_zf9ASlekiM</recordid><startdate>20211101</startdate><enddate>20211101</enddate><creator>Martynov, A. V.</creator><creator>Makhaeva, N. A.</creator><creator>Musalov, M. V.</creator><creator>Amosova, S. V.</creator><general>Pleiades Publishing</general><general>Springer Nature B.V</general><scope>AAYXX</scope><scope>CITATION</scope><orcidid>https://orcid.org/0000-0002-8808-0994</orcidid><orcidid>https://orcid.org/0000-0002-2874-3725</orcidid><orcidid>https://orcid.org/0000-0001-9483-7968</orcidid><orcidid>https://orcid.org/0000-0002-7638-8377</orcidid></search><sort><creationdate>20211101</creationdate><title>Cross Coupling of Bis[(E)-2-bromovinyl)] Selenide with Terminal Acetylenes in the Presence of Pd(PPh3)4: the First Example of the Sonogashira Cross Coupling Involving Vinyl Selenide</title><author>Martynov, A. V. ; Makhaeva, N. A. ; Musalov, M. V. ; Amosova, S. V.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c2317-b8c54e27df4ae04d8f8051b6cb76afe77762e4874c161882e81e3bfc98acdbee3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2021</creationdate><topic>Bromine</topic><topic>Chemistry</topic><topic>Chemistry and Materials Science</topic><topic>Cross coupling</topic><topic>Enediynes</topic><topic>Organic Chemistry</topic><topic>Room temperature</topic><topic>Selenides</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Martynov, A. V.</creatorcontrib><creatorcontrib>Makhaeva, N. A.</creatorcontrib><creatorcontrib>Musalov, M. V.</creatorcontrib><creatorcontrib>Amosova, S. V.</creatorcontrib><collection>CrossRef</collection><jtitle>Russian journal of organic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Martynov, A. V.</au><au>Makhaeva, N. A.</au><au>Musalov, M. V.</au><au>Amosova, S. V.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Cross Coupling of Bis[(E)-2-bromovinyl)] Selenide with Terminal Acetylenes in the Presence of Pd(PPh3)4: the First Example of the Sonogashira Cross Coupling Involving Vinyl Selenide</atitle><jtitle>Russian journal of organic chemistry</jtitle><stitle>Russ J Org Chem</stitle><date>2021-11-01</date><risdate>2021</risdate><volume>57</volume><issue>11</issue><spage>1882</spage><epage>1886</epage><pages>1882-1886</pages><issn>1070-4280</issn><eissn>1608-3393</eissn><abstract>Bis[(
E
)-2-bromovinyl] selenide enters cross coupling with terminal acetylenes in the presence of a Pd/CuI catalyst at room temperature. The reaction involves both the bromine atom and the selanyl function and leads to both substituted bis(but-1-en-3-ynyl) selenides and enediynes with complete retention of the configuration of the parent selenide.</abstract><cop>Moscow</cop><pub>Pleiades Publishing</pub><doi>10.1134/S1070428021110117</doi><tpages>5</tpages><orcidid>https://orcid.org/0000-0002-8808-0994</orcidid><orcidid>https://orcid.org/0000-0002-2874-3725</orcidid><orcidid>https://orcid.org/0000-0001-9483-7968</orcidid><orcidid>https://orcid.org/0000-0002-7638-8377</orcidid></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 1070-4280 |
| ispartof | Russian journal of organic chemistry, 2021-11, Vol.57 (11), p.1882-1886 |
| issn | 1070-4280 1608-3393 |
| language | eng |
| recordid | cdi_proquest_journals_2610487996 |
| source | SpringerLink Journals - AutoHoldings |
| subjects | Bromine Chemistry Chemistry and Materials Science Cross coupling Enediynes Organic Chemistry Room temperature Selenides |
| title | Cross Coupling of Bis[(E)-2-bromovinyl)] Selenide with Terminal Acetylenes in the Presence of Pd(PPh3)4: the First Example of the Sonogashira Cross Coupling Involving Vinyl Selenide |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-29T04%3A49%3A22IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Cross%20Coupling%20of%20Bis%5B(E)-2-bromovinyl)%5D%20Selenide%20with%20Terminal%20Acetylenes%20in%20the%20Presence%20of%20Pd(PPh3)4:%20the%20First%20Example%20of%20the%20Sonogashira%20Cross%20Coupling%20Involving%20Vinyl%20Selenide&rft.jtitle=Russian%20journal%20of%20organic%20chemistry&rft.au=Martynov,%20A.%20V.&rft.date=2021-11-01&rft.volume=57&rft.issue=11&rft.spage=1882&rft.epage=1886&rft.pages=1882-1886&rft.issn=1070-4280&rft.eissn=1608-3393&rft_id=info:doi/10.1134/S1070428021110117&rft_dat=%3Cproquest_cross%3E2610487996%3C/proquest_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=2610487996&rft_id=info:pmid/&rfr_iscdi=true |