Copper Powder‐Mediated Tandem Hydroamination Cyclization‐Hydrocyanation of Alkyne‐Tethered Ketoximes toward Cyano‐Featured Cyclic Nitrones
The copper powder‐mediated tandem hydroamination cyclization‐hydrocyanation of alkyne‐tethered ketoximes is described by using TMSCN as the commercially available cyanating reagent. This methodology provides an alternative strategy for the synthesis of a series of structurally important cyano‐substi...
Saved in:
| Published in | Advanced synthesis & catalysis |
|---|---|
| Main Authors | , , , , , , , |
| Format | Journal Article |
| Language | English |
| Published |
09.10.2024
|
| Online Access | Get full text |
Cover
Loading…
| Abstract | The copper powder‐mediated tandem hydroamination cyclization‐hydrocyanation of alkyne‐tethered ketoximes is described by using TMSCN as the commercially available cyanating reagent. This methodology provides an alternative strategy for the synthesis of a series of structurally important cyano‐substituted cyclic nitrones. The hydrocyanation process exhibits distinct regioselectivity depending on the substituent pattern of the alkyne moiety. Moreover, the synthesized products were shown to be capable of undergoing various derivatization reactions. |
|---|---|
| AbstractList | The copper powder‐mediated tandem hydroamination cyclization‐hydrocyanation of alkyne‐tethered ketoximes is described by using TMSCN as the commercially available cyanating reagent. This methodology provides an alternative strategy for the synthesis of a series of structurally important cyano‐substituted cyclic nitrones. The hydrocyanation process exhibits distinct regioselectivity depending on the substituent pattern of the alkyne moiety. Moreover, the synthesized products were shown to be capable of undergoing various derivatization reactions. |
| Author | Cheng, Bin Hu, Zhiyuan Yang, Xin-Yuan Yang, Fang-Long Han, Wen-Jun Guo, Ke Chen, Wenxia Liu, Shun |
| Author_xml | – sequence: 1 givenname: Wen-Jun surname: Han fullname: Han, Wen-Jun organization: Shangqiu Normal University CHINA – sequence: 2 givenname: Fang-Long surname: Yang fullname: Yang, Fang-Long organization: CHINA – sequence: 3 givenname: Zhiyuan surname: Hu fullname: Hu, Zhiyuan organization: CHINA – sequence: 4 givenname: Wenxia surname: Chen fullname: Chen, Wenxia organization: CHINA – sequence: 5 givenname: Shun surname: Liu fullname: Liu, Shun organization: Shangqiu Normal University CHINA – sequence: 6 givenname: Ke surname: Guo fullname: Guo, Ke organization: Shangqiu Normal University CHINA – sequence: 7 givenname: Xin-Yuan surname: Yang fullname: Yang, Xin-Yuan organization: Shangqiu Normal University CHINA – sequence: 8 givenname: Bin surname: Cheng fullname: Cheng, Bin organization: CHINA |
| BookMark | eNo9kM1OwzAQhC1UJNrClXNeIMV2HIccq4hSRPk55B5t7LUINHFlB5Vw4hEQj8iTkISqp53VjD5pZkYmjW2QkEtGF4xSfgXaqwWnXFBGRXpCpkyyOBRMppOjjukZmXn_SilLrpNkSn4yu9uhC57tXqP7_fp-QF1BizrIodFYB-tOOwt11UBb2SbIOrWtPkfdh0dTdXAwrQmW27euwd7KsX1B13PusbUfVY0-aO0enO4R0Ng-sUJo34fEyFTBY9W6vpE_J6cGth4vDndO8tVNnq3DzdPtXbbchCpJ0xB0pGXCS0gZhaFwKkQcxwK5jgyUvEwjRaWJtSxFQgXjseh_KY2JFAdpojlZ_GOVs947NMXOVTW4rmC0GAYthkGL46DRH2Nhcrw |
| ContentType | Journal Article |
| DBID | AAYXX CITATION |
| DOI | 10.1002/adsc.202401049 |
| DatabaseName | CrossRef |
| DatabaseTitle | CrossRef |
| DatabaseTitleList | CrossRef |
| DeliveryMethod | fulltext_linktorsrc |
| Discipline | Chemistry |
| EISSN | 1615-4169 |
| ExternalDocumentID | 10_1002_adsc_202401049 |
| GroupedDBID | -~X 05W 0R~ 1L6 1OC 23M 33P 3SF 3WU 4.4 4ZD 50Y 52U 52V 5GY 5VS 66C 6P2 8-0 8-1 8UM A00 AAESR AAEVG AAHHS AAIHA AANLZ AAONW AAXRX AAYXX AAZKR ABCUV ABDBF ABIJN ABJNI ABLJU ABQWH ABXGK ACAHQ ACCFJ ACCZN ACGFS ACGOF ACMXC ACNCT ACPOU ACXBN ACXQS ADBBV ADBTR ADEOM ADIZJ ADKYN ADMGS ADOZA ADXAS ADZMN ADZOD AEEZP AEIGN AEIMD AENEX AEQDE AEUQT AEUYR AFBPY AFFPM AFGKR AFPWT AFZJQ AHBTC AIACR AITYG AIURR AIWBW AJBDE ALMA_UNASSIGNED_HOLDINGS ALUQN AMBMR AMYDB ATUGU AZVAB BDRZF BFHJK BHBCM BMXJE BNHUX BOGZA BRXPI CITATION CS3 DCZOG DPXWK DR2 DRFUL DRMAN DRSTM EBS F5P FUBAC G-S GNP HBH HGLYW HHY HHZ HZ~ IX1 JPC KBYEO KQQ LATKE LAW LEEKS LITHE LOXES LUTES LYRES MEWTI MRFUL MRMAN MRSTM MSFUL MSMAN MSSTM MXFUL MXMAN MXSTM MY~ NNB O66 O9- OIG P2P P2W P4E QRW R.K RJQFR ROL RWI RX1 RYL SUPJJ V2E W99 WBKPD WH7 WIH WIJ WIK WJL WOHZO WXSBR WYJ XPP XV2 ~S- |
| ID | FETCH-LOGICAL-c799-ad3d672ba910a10499445554e2d3fab2b93c06f5d6b47041254c0666ff3c2a6f3 |
| ISSN | 1615-4150 |
| IngestDate | Wed Oct 16 15:31:04 EDT 2024 |
| IsDoiOpenAccess | false |
| IsOpenAccess | true |
| IsPeerReviewed | true |
| IsScholarly | true |
| Language | English |
| LinkModel | OpenURL |
| MergedId | FETCHMERGED-LOGICAL-c799-ad3d672ba910a10499445554e2d3fab2b93c06f5d6b47041254c0666ff3c2a6f3 |
| OpenAccessLink | https://onlinelibrary.wiley.com/doi/pdfdirect/10.1002/adsc.202401049 |
| ParticipantIDs | crossref_primary_10_1002_adsc_202401049 |
| PublicationCentury | 2000 |
| PublicationDate | 2024-10-09 |
| PublicationDateYYYYMMDD | 2024-10-09 |
| PublicationDate_xml | – month: 10 year: 2024 text: 2024-10-09 day: 09 |
| PublicationDecade | 2020 |
| PublicationTitle | Advanced synthesis & catalysis |
| PublicationYear | 2024 |
| SSID | ssj0017877 |
| Score | 2.485907 |
| Snippet | The copper powder‐mediated tandem hydroamination cyclization‐hydrocyanation of alkyne‐tethered ketoximes is described by using TMSCN as the commercially... |
| SourceID | crossref |
| SourceType | Aggregation Database |
| Title | Copper Powder‐Mediated Tandem Hydroamination Cyclization‐Hydrocyanation of Alkyne‐Tethered Ketoximes toward Cyano‐Featured Cyclic Nitrones |
| hasFullText | 1 |
| inHoldings | 1 |
| isFullTextHit | |
| isPrint | |
| link | http://utb.summon.serialssolutions.com/2.0.0/link/0/eLvHCXMwnV3LbtQwFLWGsoAN4ikeLfICiUUVmDpPL6uIalQoQiiIshr5KSpKMpomomHVT0D9hf4ZX9JrO_ZkoIvCJjPy3NzMzD2yj-17jxF6UVCtdzLKoyTNpxEwcBVxQoQpYCZKk0JObX3Fwfts9inZP0wPJ5OLUdZS1_JX4ueVdSX_E1Vog7iaKtl_iGxwCg3wHuILV4gwXK8V47JZLNRy-0Pzw8iA-LSFA3v6BhDJyiwQf9-e9XLZMJPyYmNd9uJ4KL4Mt1gT0bM6EMjd4299rYJBZeuCwedb1TanVuGptQm34I7VTbAzjLIzdvYpAoBmltqHPEUvduvTDk76GrwaRRSDP7uQZPRRVp2i7RE_qzra7wKGvwwL3HvwGr1rhoHXAtNutHw96rsV4suh-AScnB6x8RIHSWyyHB31ykC7ImAabgNHjdvcOS9_jQNOV5bJE6NSCaQFJp10NeL5Xf4_BsKQnuiknMnc3D8P999ANwn0ZjYX4GPQKNuBHs-e4OO_o1cGnZLX688fMZ8RhanuojvD3APvOiDdQxNV30e3Sn_k3wN07gCFHaB-n_3yUMIOSngdSngEJTBeBxFuNHYggo88fHCAD3bwwRY-YOGB43wK7IHzEFV7b6pyFg2HdkQipzRiMpZZTjgDGsrMr6ZJkgJlVUTGmnHCaSymmU5lxpPcaL2liTBTaK1jQVim40doowb3jxEmmVTmxB4Jo1KS55oVVBRCikSQmPIif4Je-v9zvnDSLPOrI_f02pbP0O0VADfRRrvs1BawzpY_t1G_BHwbhs0 |
| link.rule.ids | 315,783,787,27936,27937 |
| linkProvider | Wiley-Blackwell |
| openUrl | ctx_ver=Z39.88-2004&ctx_enc=info%3Aofi%2Fenc%3AUTF-8&rfr_id=info%3Asid%2Fsummon.serialssolutions.com&rft_val_fmt=info%3Aofi%2Ffmt%3Akev%3Amtx%3Ajournal&rft.genre=article&rft.atitle=Copper+Powder%E2%80%90Mediated+Tandem+Hydroamination+Cyclization%E2%80%90Hydrocyanation+of+Alkyne%E2%80%90Tethered+Ketoximes+toward+Cyano%E2%80%90Featured+Cyclic+Nitrones&rft.jtitle=Advanced+synthesis+%26+catalysis&rft.au=Han%2C+Wen-Jun&rft.au=Yang%2C+Fang-Long&rft.au=Hu%2C+Zhiyuan&rft.au=Chen%2C+Wenxia&rft.date=2024-10-09&rft.issn=1615-4150&rft.eissn=1615-4169&rft_id=info:doi/10.1002%2Fadsc.202401049&rft.externalDBID=n%2Fa&rft.externalDocID=10_1002_adsc_202401049 |
| thumbnail_l | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/lc.gif&issn=1615-4150&client=summon |
| thumbnail_m | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/mc.gif&issn=1615-4150&client=summon |
| thumbnail_s | http://covers-cdn.summon.serialssolutions.com/index.aspx?isbn=/sc.gif&issn=1615-4150&client=summon |