Loading…
Four-Component Reaction Access to Nitrile-Substituted All-Carbon Quaternary Centers
A four-component reaction strategy for access to acyclic nitrile-substituted all-carbon quaternary centers is disclosed. In the presence of a DABCO-based ionic liquid catalyst, the reactions proceed smoothly with a wide range of substrates efficiently to deliver nitrile-substituted all-carbon quater...
Saved in:
Published in: | Journal of organic chemistry 2022-01, Vol.87 (1), p.66-75 |
---|---|
Main Authors: | , , , , , , |
Format: | Article |
Language: | English |
Subjects: | |
Citations: | Items that this one cites Items that cite this one |
Online Access: | Get full text |
Tags: |
Add Tag
No Tags, Be the first to tag this record!
|
cited_by | cdi_FETCH-LOGICAL-a333t-9a5e5bad8c909758c7424d39141124b613d2e9c7ab45b24e61486ac2cd64f6d33 |
---|---|
cites | cdi_FETCH-LOGICAL-a333t-9a5e5bad8c909758c7424d39141124b613d2e9c7ab45b24e61486ac2cd64f6d33 |
container_end_page | 75 |
container_issue | 1 |
container_start_page | 66 |
container_title | Journal of organic chemistry |
container_volume | 87 |
creator | Hu, Xin Bian, Qiang Wang, Zheng-Lin Guo, Lin-Jie Xu, Yi-Ze Wang, Ge Xu, Da-Zhen |
description | A four-component reaction strategy for access to acyclic nitrile-substituted all-carbon quaternary centers is disclosed. In the presence of a DABCO-based ionic liquid catalyst, the reactions proceed smoothly with a wide range of substrates efficiently to deliver nitrile-substituted all-carbon quaternary centers under mild reaction conditions. This protocol is further demonstrated as an efficient method for the construction of contiguous all-carbon quaternary centers. All the reactions are easily operated in a green manner, producing water as the only byproduct. Some of the products show excellent activity against specific fungi. |
doi_str_mv | 10.1021/acs.joc.1c01863 |
format | article |
fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_2610413909</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2610413909</sourcerecordid><originalsourceid>FETCH-LOGICAL-a333t-9a5e5bad8c909758c7424d39141124b613d2e9c7ab45b24e61486ac2cd64f6d33</originalsourceid><addsrcrecordid>eNp1kE1Lw0AQQBdRbK2evUmOgmy732mOJVgViqLVc9hsppCSZOt-HPz3rqR6cy5zefMYHkLXlMwpYXShjZ_vrZlTQ-hS8RM0pZIRrAoiTtGUEMYwZ4pP0IX3e5JGSnmOJlwURHKVT9F2baPDpe0PdoAhZG-gTWjtkK2MAe-zYLPnNri2A7yNtQ9tiAGabNV1uNSuTuBr1AHcoN1XViYDOH-Jzna683B13DP0sb5_Lx_x5uXhqVxtsOacB1xoCbLWzdIUpMjl0uSCiYYXVFDKRK0obxgUJte1kDUToKhYKm2YaZTYqYbzGbodvQdnPyP4UPWtN9B1egAbfcUUJYLyZE_oYkSNs9472FUH1_bp54qS6qdklUpWqWR1LJkubo7yWPfQ_PG_6RJwNwLjZUwJOv-v7hspRn4y</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2610413909</pqid></control><display><type>article</type><title>Four-Component Reaction Access to Nitrile-Substituted All-Carbon Quaternary Centers</title><source>American Chemical Society:Jisc Collections:American Chemical Society Read & Publish Agreement 2022-2024 (Reading list)</source><creator>Hu, Xin ; Bian, Qiang ; Wang, Zheng-Lin ; Guo, Lin-Jie ; Xu, Yi-Ze ; Wang, Ge ; Xu, Da-Zhen</creator><creatorcontrib>Hu, Xin ; Bian, Qiang ; Wang, Zheng-Lin ; Guo, Lin-Jie ; Xu, Yi-Ze ; Wang, Ge ; Xu, Da-Zhen</creatorcontrib><description>A four-component reaction strategy for access to acyclic nitrile-substituted all-carbon quaternary centers is disclosed. In the presence of a DABCO-based ionic liquid catalyst, the reactions proceed smoothly with a wide range of substrates efficiently to deliver nitrile-substituted all-carbon quaternary centers under mild reaction conditions. This protocol is further demonstrated as an efficient method for the construction of contiguous all-carbon quaternary centers. All the reactions are easily operated in a green manner, producing water as the only byproduct. Some of the products show excellent activity against specific fungi.</description><identifier>ISSN: 0022-3263</identifier><identifier>EISSN: 1520-6904</identifier><identifier>DOI: 10.1021/acs.joc.1c01863</identifier><identifier>PMID: 34905367</identifier><language>eng</language><publisher>United States: American Chemical Society</publisher><subject>Carbon ; Catalysis ; Molecular Structure ; Nitriles ; Stereoisomerism</subject><ispartof>Journal of organic chemistry, 2022-01, Vol.87 (1), p.66-75</ispartof><rights>2021 American Chemical Society</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a333t-9a5e5bad8c909758c7424d39141124b613d2e9c7ab45b24e61486ac2cd64f6d33</citedby><cites>FETCH-LOGICAL-a333t-9a5e5bad8c909758c7424d39141124b613d2e9c7ab45b24e61486ac2cd64f6d33</cites><orcidid>0000-0001-8796-4264 ; 0000-0001-5076-7558</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/34905367$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Hu, Xin</creatorcontrib><creatorcontrib>Bian, Qiang</creatorcontrib><creatorcontrib>Wang, Zheng-Lin</creatorcontrib><creatorcontrib>Guo, Lin-Jie</creatorcontrib><creatorcontrib>Xu, Yi-Ze</creatorcontrib><creatorcontrib>Wang, Ge</creatorcontrib><creatorcontrib>Xu, Da-Zhen</creatorcontrib><title>Four-Component Reaction Access to Nitrile-Substituted All-Carbon Quaternary Centers</title><title>Journal of organic chemistry</title><addtitle>J. Org. Chem</addtitle><description>A four-component reaction strategy for access to acyclic nitrile-substituted all-carbon quaternary centers is disclosed. In the presence of a DABCO-based ionic liquid catalyst, the reactions proceed smoothly with a wide range of substrates efficiently to deliver nitrile-substituted all-carbon quaternary centers under mild reaction conditions. This protocol is further demonstrated as an efficient method for the construction of contiguous all-carbon quaternary centers. All the reactions are easily operated in a green manner, producing water as the only byproduct. Some of the products show excellent activity against specific fungi.</description><subject>Carbon</subject><subject>Catalysis</subject><subject>Molecular Structure</subject><subject>Nitriles</subject><subject>Stereoisomerism</subject><issn>0022-3263</issn><issn>1520-6904</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2022</creationdate><recordtype>article</recordtype><recordid>eNp1kE1Lw0AQQBdRbK2evUmOgmy732mOJVgViqLVc9hsppCSZOt-HPz3rqR6cy5zefMYHkLXlMwpYXShjZ_vrZlTQ-hS8RM0pZIRrAoiTtGUEMYwZ4pP0IX3e5JGSnmOJlwURHKVT9F2baPDpe0PdoAhZG-gTWjtkK2MAe-zYLPnNri2A7yNtQ9tiAGabNV1uNSuTuBr1AHcoN1XViYDOH-Jzna683B13DP0sb5_Lx_x5uXhqVxtsOacB1xoCbLWzdIUpMjl0uSCiYYXVFDKRK0obxgUJte1kDUToKhYKm2YaZTYqYbzGbodvQdnPyP4UPWtN9B1egAbfcUUJYLyZE_oYkSNs9472FUH1_bp54qS6qdklUpWqWR1LJkubo7yWPfQ_PG_6RJwNwLjZUwJOv-v7hspRn4y</recordid><startdate>20220107</startdate><enddate>20220107</enddate><creator>Hu, Xin</creator><creator>Bian, Qiang</creator><creator>Wang, Zheng-Lin</creator><creator>Guo, Lin-Jie</creator><creator>Xu, Yi-Ze</creator><creator>Wang, Ge</creator><creator>Xu, Da-Zhen</creator><general>American Chemical Society</general><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0001-8796-4264</orcidid><orcidid>https://orcid.org/0000-0001-5076-7558</orcidid></search><sort><creationdate>20220107</creationdate><title>Four-Component Reaction Access to Nitrile-Substituted All-Carbon Quaternary Centers</title><author>Hu, Xin ; Bian, Qiang ; Wang, Zheng-Lin ; Guo, Lin-Jie ; Xu, Yi-Ze ; Wang, Ge ; Xu, Da-Zhen</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a333t-9a5e5bad8c909758c7424d39141124b613d2e9c7ab45b24e61486ac2cd64f6d33</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2022</creationdate><topic>Carbon</topic><topic>Catalysis</topic><topic>Molecular Structure</topic><topic>Nitriles</topic><topic>Stereoisomerism</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Hu, Xin</creatorcontrib><creatorcontrib>Bian, Qiang</creatorcontrib><creatorcontrib>Wang, Zheng-Lin</creatorcontrib><creatorcontrib>Guo, Lin-Jie</creatorcontrib><creatorcontrib>Xu, Yi-Ze</creatorcontrib><creatorcontrib>Wang, Ge</creatorcontrib><creatorcontrib>Xu, Da-Zhen</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Journal of organic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Hu, Xin</au><au>Bian, Qiang</au><au>Wang, Zheng-Lin</au><au>Guo, Lin-Jie</au><au>Xu, Yi-Ze</au><au>Wang, Ge</au><au>Xu, Da-Zhen</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Four-Component Reaction Access to Nitrile-Substituted All-Carbon Quaternary Centers</atitle><jtitle>Journal of organic chemistry</jtitle><addtitle>J. Org. Chem</addtitle><date>2022-01-07</date><risdate>2022</risdate><volume>87</volume><issue>1</issue><spage>66</spage><epage>75</epage><pages>66-75</pages><issn>0022-3263</issn><eissn>1520-6904</eissn><abstract>A four-component reaction strategy for access to acyclic nitrile-substituted all-carbon quaternary centers is disclosed. In the presence of a DABCO-based ionic liquid catalyst, the reactions proceed smoothly with a wide range of substrates efficiently to deliver nitrile-substituted all-carbon quaternary centers under mild reaction conditions. This protocol is further demonstrated as an efficient method for the construction of contiguous all-carbon quaternary centers. All the reactions are easily operated in a green manner, producing water as the only byproduct. Some of the products show excellent activity against specific fungi.</abstract><cop>United States</cop><pub>American Chemical Society</pub><pmid>34905367</pmid><doi>10.1021/acs.joc.1c01863</doi><tpages>10</tpages><orcidid>https://orcid.org/0000-0001-8796-4264</orcidid><orcidid>https://orcid.org/0000-0001-5076-7558</orcidid></addata></record> |
fulltext | fulltext |
identifier | ISSN: 0022-3263 |
ispartof | Journal of organic chemistry, 2022-01, Vol.87 (1), p.66-75 |
issn | 0022-3263 1520-6904 |
language | eng |
recordid | cdi_proquest_miscellaneous_2610413909 |
source | American Chemical Society:Jisc Collections:American Chemical Society Read & Publish Agreement 2022-2024 (Reading list) |
subjects | Carbon Catalysis Molecular Structure Nitriles Stereoisomerism |
title | Four-Component Reaction Access to Nitrile-Substituted All-Carbon Quaternary Centers |
url | http://sfxeu10.hosted.exlibrisgroup.com/loughborough?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-04T08%3A21%3A13IST&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=Four-Component%20Reaction%20Access%20to%20Nitrile-Substituted%20All-Carbon%20Quaternary%20Centers&rft.jtitle=Journal%20of%20organic%20chemistry&rft.au=Hu,%20Xin&rft.date=2022-01-07&rft.volume=87&rft.issue=1&rft.spage=66&rft.epage=75&rft.pages=66-75&rft.issn=0022-3263&rft.eissn=1520-6904&rft_id=info:doi/10.1021/acs.joc.1c01863&rft_dat=%3Cproquest_cross%3E2610413909%3C/proquest_cross%3E%3Cgrp_id%3Ecdi_FETCH-LOGICAL-a333t-9a5e5bad8c909758c7424d39141124b613d2e9c7ab45b24e61486ac2cd64f6d33%3C/grp_id%3E%3Coa%3E%3C/oa%3E%3Curl%3E%3C/url%3E&rft_id=info:oai/&rft_pqid=2610413909&rft_id=info:pmid/34905367&rfr_iscdi=true |