Merging [2+2] Cycloaddition with 1,6‐/1,4‐Aza‐Binucleophilic Additions toward Unprecedented Indazole‐Containing Polycycles
The first metal‐free [2+2] cycloaddition and 1,6‐/1,4‐aza‐binucleophilic addition cascade of yne‐allenone esters and cyclic aza‐binucleophiles was reported, leading to the atom‐economic protocol toward hitherto unreported indazole‐containing polycycles with one quaternary carbon‐amino functionality...
Gespeichert in:
| Veröffentlicht in: | Advanced synthesis & catalysis 2019-07, Vol.361 (14), p.3394-3402 |
|---|---|
| Hauptverfasser: | , , , , , |
| Format: | Artikel |
| Sprache: | eng |
| Schlagworte: | |
| Online-Zugang: | Volltext |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | 3402 |
|---|---|
| container_issue | 14 |
| container_start_page | 3394 |
| container_title | Advanced synthesis & catalysis |
| container_volume | 361 |
| creator | Tang, Bu‐Zheng Li, Jia‐Zhuo Zhang, Ai‐Wen Hao, Wen‐Juan Tu, Shu‐Jiang Jiang, Bo |
| description | The first metal‐free [2+2] cycloaddition and 1,6‐/1,4‐aza‐binucleophilic addition cascade of yne‐allenone esters and cyclic aza‐binucleophiles was reported, leading to the atom‐economic protocol toward hitherto unreported indazole‐containing polycycles with one quaternary carbon‐amino functionality and good to excellent yields. The reaction pathway involves [2+2] cycloaddition, ring‐opening of fused cyclobutenes and 1,6‐/1,4‐aza‐binucleophilic addition sequence, resulting in continuous multiple bond‐forming events including C−C and C−N bonds to build up molecular complexity |
| doi_str_mv | 10.1002/adsc.201900401 |
| format | Article |
| fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_journals_2258121288</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2258121288</sourcerecordid><originalsourceid>FETCH-LOGICAL-c3541-6a73372d9fb74eaffa2f0f17bfe655e21be73c0eedb4429888c1e30bdb184043</originalsourceid><addsrcrecordid>eNqFkMtKAzEUhgdRsFa3rgdc2ktOJnNb1vFWqChYVyJDJjnTpoxJTaaUdiU-gc_okzilpS7dnHMW33d--D3vHEgPCKF9Lp3oUQIpIYzAgdeCCMIugyg93N8hOfZOnJsRAnESxy3v6wHtROmJ_0ov6ZufrURluJSqVkb7S1VPfehEP5_ffeiwZg3WvJlXSi9EhWY-VZUS_mDHO782S26l_6LnFgVK1DVKf6glX5sKGzEzuuZKb_KeTLUSTRq6U--o5JXDs91ue-Pbm3F23x093g2zwagrgpBBN-JxEMRUpmURM-RlyWlJSoiLEqMwRAoFxoEgiLJgjKZJkgjAgBSygIQRFrS9i-3buTUfC3R1PjMLq5vEnNIwAQo0SRqqt6WENc5ZLPO5Ve_crnIg-abmfFNzvq-5EdKtsFQVrv6h88H1c_bn_gJyvoYm</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2258121288</pqid></control><display><type>article</type><title>Merging [2+2] Cycloaddition with 1,6‐/1,4‐Aza‐Binucleophilic Additions toward Unprecedented Indazole‐Containing Polycycles</title><source>Wiley Online Library Journals Frontfile Complete</source><creator>Tang, Bu‐Zheng ; Li, Jia‐Zhuo ; Zhang, Ai‐Wen ; Hao, Wen‐Juan ; Tu, Shu‐Jiang ; Jiang, Bo</creator><creatorcontrib>Tang, Bu‐Zheng ; Li, Jia‐Zhuo ; Zhang, Ai‐Wen ; Hao, Wen‐Juan ; Tu, Shu‐Jiang ; Jiang, Bo</creatorcontrib><description>The first metal‐free [2+2] cycloaddition and 1,6‐/1,4‐aza‐binucleophilic addition cascade of yne‐allenone esters and cyclic aza‐binucleophiles was reported, leading to the atom‐economic protocol toward hitherto unreported indazole‐containing polycycles with one quaternary carbon‐amino functionality and good to excellent yields. The reaction pathway involves [2+2] cycloaddition, ring‐opening of fused cyclobutenes and 1,6‐/1,4‐aza‐binucleophilic addition sequence, resulting in continuous multiple bond‐forming events including C−C and C−N bonds to build up molecular complexity</description><identifier>ISSN: 1615-4150</identifier><identifier>EISSN: 1615-4169</identifier><identifier>DOI: 10.1002/adsc.201900401</identifier><language>eng</language><publisher>Heidelberg: Wiley Subscription Services, Inc</publisher><subject>[2+2] Cycloaddition ; Atom-Economy ; Aza-Binucleophilic Additions ; Cycloaddition ; Esters ; Indazole Annulation ; Metal-free</subject><ispartof>Advanced synthesis & catalysis, 2019-07, Vol.361 (14), p.3394-3402</ispartof><rights>2019 Wiley‐VCH Verlag GmbH & Co. KGaA, Weinheim</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3541-6a73372d9fb74eaffa2f0f17bfe655e21be73c0eedb4429888c1e30bdb184043</citedby><cites>FETCH-LOGICAL-c3541-6a73372d9fb74eaffa2f0f17bfe655e21be73c0eedb4429888c1e30bdb184043</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fadsc.201900401$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fadsc.201900401$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,776,780,1411,27901,27902,45550,45551</link.rule.ids></links><search><creatorcontrib>Tang, Bu‐Zheng</creatorcontrib><creatorcontrib>Li, Jia‐Zhuo</creatorcontrib><creatorcontrib>Zhang, Ai‐Wen</creatorcontrib><creatorcontrib>Hao, Wen‐Juan</creatorcontrib><creatorcontrib>Tu, Shu‐Jiang</creatorcontrib><creatorcontrib>Jiang, Bo</creatorcontrib><title>Merging [2+2] Cycloaddition with 1,6‐/1,4‐Aza‐Binucleophilic Additions toward Unprecedented Indazole‐Containing Polycycles</title><title>Advanced synthesis & catalysis</title><description>The first metal‐free [2+2] cycloaddition and 1,6‐/1,4‐aza‐binucleophilic addition cascade of yne‐allenone esters and cyclic aza‐binucleophiles was reported, leading to the atom‐economic protocol toward hitherto unreported indazole‐containing polycycles with one quaternary carbon‐amino functionality and good to excellent yields. The reaction pathway involves [2+2] cycloaddition, ring‐opening of fused cyclobutenes and 1,6‐/1,4‐aza‐binucleophilic addition sequence, resulting in continuous multiple bond‐forming events including C−C and C−N bonds to build up molecular complexity</description><subject>[2+2] Cycloaddition</subject><subject>Atom-Economy</subject><subject>Aza-Binucleophilic Additions</subject><subject>Cycloaddition</subject><subject>Esters</subject><subject>Indazole Annulation</subject><subject>Metal-free</subject><issn>1615-4150</issn><issn>1615-4169</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2019</creationdate><recordtype>article</recordtype><recordid>eNqFkMtKAzEUhgdRsFa3rgdc2ktOJnNb1vFWqChYVyJDJjnTpoxJTaaUdiU-gc_okzilpS7dnHMW33d--D3vHEgPCKF9Lp3oUQIpIYzAgdeCCMIugyg93N8hOfZOnJsRAnESxy3v6wHtROmJ_0ov6ZufrURluJSqVkb7S1VPfehEP5_ffeiwZg3WvJlXSi9EhWY-VZUS_mDHO782S26l_6LnFgVK1DVKf6glX5sKGzEzuuZKb_KeTLUSTRq6U--o5JXDs91ue-Pbm3F23x093g2zwagrgpBBN-JxEMRUpmURM-RlyWlJSoiLEqMwRAoFxoEgiLJgjKZJkgjAgBSygIQRFrS9i-3buTUfC3R1PjMLq5vEnNIwAQo0SRqqt6WENc5ZLPO5Ve_crnIg-abmfFNzvq-5EdKtsFQVrv6h88H1c_bn_gJyvoYm</recordid><startdate>20190711</startdate><enddate>20190711</enddate><creator>Tang, Bu‐Zheng</creator><creator>Li, Jia‐Zhuo</creator><creator>Zhang, Ai‐Wen</creator><creator>Hao, Wen‐Juan</creator><creator>Tu, Shu‐Jiang</creator><creator>Jiang, Bo</creator><general>Wiley Subscription Services, Inc</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7U5</scope><scope>8FD</scope><scope>L7M</scope></search><sort><creationdate>20190711</creationdate><title>Merging [2+2] Cycloaddition with 1,6‐/1,4‐Aza‐Binucleophilic Additions toward Unprecedented Indazole‐Containing Polycycles</title><author>Tang, Bu‐Zheng ; Li, Jia‐Zhuo ; Zhang, Ai‐Wen ; Hao, Wen‐Juan ; Tu, Shu‐Jiang ; Jiang, Bo</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3541-6a73372d9fb74eaffa2f0f17bfe655e21be73c0eedb4429888c1e30bdb184043</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2019</creationdate><topic>[2+2] Cycloaddition</topic><topic>Atom-Economy</topic><topic>Aza-Binucleophilic Additions</topic><topic>Cycloaddition</topic><topic>Esters</topic><topic>Indazole Annulation</topic><topic>Metal-free</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Tang, Bu‐Zheng</creatorcontrib><creatorcontrib>Li, Jia‐Zhuo</creatorcontrib><creatorcontrib>Zhang, Ai‐Wen</creatorcontrib><creatorcontrib>Hao, Wen‐Juan</creatorcontrib><creatorcontrib>Tu, Shu‐Jiang</creatorcontrib><creatorcontrib>Jiang, Bo</creatorcontrib><collection>CrossRef</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>Technology Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><jtitle>Advanced synthesis & catalysis</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Tang, Bu‐Zheng</au><au>Li, Jia‐Zhuo</au><au>Zhang, Ai‐Wen</au><au>Hao, Wen‐Juan</au><au>Tu, Shu‐Jiang</au><au>Jiang, Bo</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Merging [2+2] Cycloaddition with 1,6‐/1,4‐Aza‐Binucleophilic Additions toward Unprecedented Indazole‐Containing Polycycles</atitle><jtitle>Advanced synthesis & catalysis</jtitle><date>2019-07-11</date><risdate>2019</risdate><volume>361</volume><issue>14</issue><spage>3394</spage><epage>3402</epage><pages>3394-3402</pages><issn>1615-4150</issn><eissn>1615-4169</eissn><abstract>The first metal‐free [2+2] cycloaddition and 1,6‐/1,4‐aza‐binucleophilic addition cascade of yne‐allenone esters and cyclic aza‐binucleophiles was reported, leading to the atom‐economic protocol toward hitherto unreported indazole‐containing polycycles with one quaternary carbon‐amino functionality and good to excellent yields. The reaction pathway involves [2+2] cycloaddition, ring‐opening of fused cyclobutenes and 1,6‐/1,4‐aza‐binucleophilic addition sequence, resulting in continuous multiple bond‐forming events including C−C and C−N bonds to build up molecular complexity</abstract><cop>Heidelberg</cop><pub>Wiley Subscription Services, Inc</pub><doi>10.1002/adsc.201900401</doi><tpages>9</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 1615-4150 |
| ispartof | Advanced synthesis & catalysis, 2019-07, Vol.361 (14), p.3394-3402 |
| issn | 1615-4150 1615-4169 |
| language | eng |
| recordid | cdi_proquest_journals_2258121288 |
| source | Wiley Online Library Journals Frontfile Complete |
| subjects | [2+2] Cycloaddition Atom-Economy Aza-Binucleophilic Additions Cycloaddition Esters Indazole Annulation Metal-free |
| title | Merging [2+2] Cycloaddition with 1,6‐/1,4‐Aza‐Binucleophilic Additions toward Unprecedented Indazole‐Containing Polycycles |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-02-08T19%3A39%3A33IST&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=Merging%20%5B2+2%5D%20Cycloaddition%20with%201,6%E2%80%90/1,4%E2%80%90Aza%E2%80%90Binucleophilic%20Additions%20toward%20Unprecedented%20Indazole%E2%80%90Containing%20Polycycles&rft.jtitle=Advanced%20synthesis%20&%20catalysis&rft.au=Tang,%20Bu%E2%80%90Zheng&rft.date=2019-07-11&rft.volume=361&rft.issue=14&rft.spage=3394&rft.epage=3402&rft.pages=3394-3402&rft.issn=1615-4150&rft.eissn=1615-4169&rft_id=info:doi/10.1002/adsc.201900401&rft_dat=%3Cproquest_cross%3E2258121288%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=2258121288&rft_id=info:pmid/&rfr_iscdi=true |