Loading…

Palladium-catalysed site-selective arene ortho C-H fluoroalkoxylation of 4-aryl-pyrrolo[2,3- d ]pyrimidines

A palladium-catalysed direct arene C-H fluoroalkoxylation of 4-aryl-pyrrolo[2,3- ]pyrimidine derivatives with fluorinated alcohols is described. Highly site-selective mono- or bis-fluoroalkoxylation can be achieved by tuning the reaction conditions, affording various fluoroalkoxylated pyrrolo[2,3- ]...

Full description

Saved in:
Bibliographic Details
Published in:Organic & biomolecular chemistry 2023-03, Vol.21 (13), p.2748-2753
Main Authors: Jiang, Yunfeng, Pan, Chenhong, Tang, Ting, Liu, Mingrui, Zhang, Xingxian
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-c315t-83efbb4c5c5c4040aa225d6d35f90c9a2888272dff72b96bac77892db93afd933
cites cdi_FETCH-LOGICAL-c315t-83efbb4c5c5c4040aa225d6d35f90c9a2888272dff72b96bac77892db93afd933
container_end_page 2753
container_issue 13
container_start_page 2748
container_title Organic & biomolecular chemistry
container_volume 21
creator Jiang, Yunfeng
Pan, Chenhong
Tang, Ting
Liu, Mingrui
Zhang, Xingxian
description A palladium-catalysed direct arene C-H fluoroalkoxylation of 4-aryl-pyrrolo[2,3- ]pyrimidine derivatives with fluorinated alcohols is described. Highly site-selective mono- or bis-fluoroalkoxylation can be achieved by tuning the reaction conditions, affording various fluoroalkoxylated pyrrolo[2,3- ]pyrimidine derivatives in moderate to good yields, which offer rational tailoring of their biological activity for their application in the field of pharmaceutical chemistry.
doi_str_mv 10.1039/d3ob00084b
format article
fullrecord <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_2786813040</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2786813040</sourcerecordid><originalsourceid>FETCH-LOGICAL-c315t-83efbb4c5c5c4040aa225d6d35f90c9a2888272dff72b96bac77892db93afd933</originalsourceid><addsrcrecordid>eNpdkU1LxDAQhoMouq5e_AES8CJiNB9tkxzd9RMEPehJpKRNgnWzzZq0Yv-90V33IHOYGXh4mXdeAA4IPiOYyXPNfIUxFlm1AUYk4xzhnMnN9UzxDtiN8R1jInmRbYMdVkhScCpHYPaonFO66eeoVp1yQzQaxqYzKBpn6q75NFAF0xroQ_fm4RTdQut6H7xyM_81ONU1voXewgypMDi0GELwzr_QU4aghq9pb-aNbloT98CWVS6a_VUfg-frq6fpLbp_uLmbXtyjmpG8Q4IZW1VZnafKcIaVojTXhWa5lbiWigohKKfaWk4rWVSq5lxIqivJlNWSsTE4Xuougv_oTezKeRNrk3y2xvexpFwUgrAkndCjf-i770ObrkuUJCLpcpGokyVVBx9jMLZcJFPJbklw-RNBeckeJr8RTBJ8uJLsq7nRa_Tv5-wbi0WBhA</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2791889278</pqid></control><display><type>article</type><title>Palladium-catalysed site-selective arene ortho C-H fluoroalkoxylation of 4-aryl-pyrrolo[2,3- d ]pyrimidines</title><source>Royal Society of Chemistry</source><creator>Jiang, Yunfeng ; Pan, Chenhong ; Tang, Ting ; Liu, Mingrui ; Zhang, Xingxian</creator><creatorcontrib>Jiang, Yunfeng ; Pan, Chenhong ; Tang, Ting ; Liu, Mingrui ; Zhang, Xingxian</creatorcontrib><description>A palladium-catalysed direct arene C-H fluoroalkoxylation of 4-aryl-pyrrolo[2,3- ]pyrimidine derivatives with fluorinated alcohols is described. Highly site-selective mono- or bis-fluoroalkoxylation can be achieved by tuning the reaction conditions, affording various fluoroalkoxylated pyrrolo[2,3- ]pyrimidine derivatives in moderate to good yields, which offer rational tailoring of their biological activity for their application in the field of pharmaceutical chemistry.</description><identifier>ISSN: 1477-0520</identifier><identifier>EISSN: 1477-0539</identifier><identifier>DOI: 10.1039/d3ob00084b</identifier><identifier>PMID: 36916729</identifier><language>eng</language><publisher>England: Royal Society of Chemistry</publisher><subject>Alcohols ; Aromatic compounds ; Biological activity ; Palladium ; Pyrimidines ; Pyrrolo[2,3-d]Pyrimidines</subject><ispartof>Organic &amp; biomolecular chemistry, 2023-03, Vol.21 (13), p.2748-2753</ispartof><rights>Copyright Royal Society of Chemistry 2023</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c315t-83efbb4c5c5c4040aa225d6d35f90c9a2888272dff72b96bac77892db93afd933</citedby><cites>FETCH-LOGICAL-c315t-83efbb4c5c5c4040aa225d6d35f90c9a2888272dff72b96bac77892db93afd933</cites><orcidid>0000-0003-4474-7600</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/36916729$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Jiang, Yunfeng</creatorcontrib><creatorcontrib>Pan, Chenhong</creatorcontrib><creatorcontrib>Tang, Ting</creatorcontrib><creatorcontrib>Liu, Mingrui</creatorcontrib><creatorcontrib>Zhang, Xingxian</creatorcontrib><title>Palladium-catalysed site-selective arene ortho C-H fluoroalkoxylation of 4-aryl-pyrrolo[2,3- d ]pyrimidines</title><title>Organic &amp; biomolecular chemistry</title><addtitle>Org Biomol Chem</addtitle><description>A palladium-catalysed direct arene C-H fluoroalkoxylation of 4-aryl-pyrrolo[2,3- ]pyrimidine derivatives with fluorinated alcohols is described. Highly site-selective mono- or bis-fluoroalkoxylation can be achieved by tuning the reaction conditions, affording various fluoroalkoxylated pyrrolo[2,3- ]pyrimidine derivatives in moderate to good yields, which offer rational tailoring of their biological activity for their application in the field of pharmaceutical chemistry.</description><subject>Alcohols</subject><subject>Aromatic compounds</subject><subject>Biological activity</subject><subject>Palladium</subject><subject>Pyrimidines</subject><subject>Pyrrolo[2,3-d]Pyrimidines</subject><issn>1477-0520</issn><issn>1477-0539</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2023</creationdate><recordtype>article</recordtype><recordid>eNpdkU1LxDAQhoMouq5e_AES8CJiNB9tkxzd9RMEPehJpKRNgnWzzZq0Yv-90V33IHOYGXh4mXdeAA4IPiOYyXPNfIUxFlm1AUYk4xzhnMnN9UzxDtiN8R1jInmRbYMdVkhScCpHYPaonFO66eeoVp1yQzQaxqYzKBpn6q75NFAF0xroQ_fm4RTdQut6H7xyM_81ONU1voXewgypMDi0GELwzr_QU4aghq9pb-aNbloT98CWVS6a_VUfg-frq6fpLbp_uLmbXtyjmpG8Q4IZW1VZnafKcIaVojTXhWa5lbiWigohKKfaWk4rWVSq5lxIqivJlNWSsTE4Xuougv_oTezKeRNrk3y2xvexpFwUgrAkndCjf-i770ObrkuUJCLpcpGokyVVBx9jMLZcJFPJbklw-RNBeckeJr8RTBJ8uJLsq7nRa_Tv5-wbi0WBhA</recordid><startdate>20230329</startdate><enddate>20230329</enddate><creator>Jiang, Yunfeng</creator><creator>Pan, Chenhong</creator><creator>Tang, Ting</creator><creator>Liu, Mingrui</creator><creator>Zhang, Xingxian</creator><general>Royal Society of Chemistry</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7QO</scope><scope>7T7</scope><scope>7TM</scope><scope>8FD</scope><scope>C1K</scope><scope>FR3</scope><scope>P64</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0003-4474-7600</orcidid></search><sort><creationdate>20230329</creationdate><title>Palladium-catalysed site-selective arene ortho C-H fluoroalkoxylation of 4-aryl-pyrrolo[2,3- d ]pyrimidines</title><author>Jiang, Yunfeng ; Pan, Chenhong ; Tang, Ting ; Liu, Mingrui ; Zhang, Xingxian</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c315t-83efbb4c5c5c4040aa225d6d35f90c9a2888272dff72b96bac77892db93afd933</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2023</creationdate><topic>Alcohols</topic><topic>Aromatic compounds</topic><topic>Biological activity</topic><topic>Palladium</topic><topic>Pyrimidines</topic><topic>Pyrrolo[2,3-d]Pyrimidines</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Jiang, Yunfeng</creatorcontrib><creatorcontrib>Pan, Chenhong</creatorcontrib><creatorcontrib>Tang, Ting</creatorcontrib><creatorcontrib>Liu, Mingrui</creatorcontrib><creatorcontrib>Zhang, Xingxian</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>Biotechnology Research Abstracts</collection><collection>Industrial and Applied Microbiology Abstracts (Microbiology A)</collection><collection>Nucleic Acids Abstracts</collection><collection>Technology Research Database</collection><collection>Environmental Sciences and Pollution Management</collection><collection>Engineering Research Database</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>MEDLINE - Academic</collection><jtitle>Organic &amp; biomolecular chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Jiang, Yunfeng</au><au>Pan, Chenhong</au><au>Tang, Ting</au><au>Liu, Mingrui</au><au>Zhang, Xingxian</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Palladium-catalysed site-selective arene ortho C-H fluoroalkoxylation of 4-aryl-pyrrolo[2,3- d ]pyrimidines</atitle><jtitle>Organic &amp; biomolecular chemistry</jtitle><addtitle>Org Biomol Chem</addtitle><date>2023-03-29</date><risdate>2023</risdate><volume>21</volume><issue>13</issue><spage>2748</spage><epage>2753</epage><pages>2748-2753</pages><issn>1477-0520</issn><eissn>1477-0539</eissn><abstract>A palladium-catalysed direct arene C-H fluoroalkoxylation of 4-aryl-pyrrolo[2,3- ]pyrimidine derivatives with fluorinated alcohols is described. Highly site-selective mono- or bis-fluoroalkoxylation can be achieved by tuning the reaction conditions, affording various fluoroalkoxylated pyrrolo[2,3- ]pyrimidine derivatives in moderate to good yields, which offer rational tailoring of their biological activity for their application in the field of pharmaceutical chemistry.</abstract><cop>England</cop><pub>Royal Society of Chemistry</pub><pmid>36916729</pmid><doi>10.1039/d3ob00084b</doi><tpages>6</tpages><orcidid>https://orcid.org/0000-0003-4474-7600</orcidid></addata></record>
fulltext fulltext
identifier ISSN: 1477-0520
ispartof Organic & biomolecular chemistry, 2023-03, Vol.21 (13), p.2748-2753
issn 1477-0520
1477-0539
language eng
recordid cdi_proquest_miscellaneous_2786813040
source Royal Society of Chemistry
subjects Alcohols
Aromatic compounds
Biological activity
Palladium
Pyrimidines
Pyrrolo[2,3-d]Pyrimidines
title Palladium-catalysed site-selective arene ortho C-H fluoroalkoxylation of 4-aryl-pyrrolo[2,3- d ]pyrimidines
url http://sfxeu10.hosted.exlibrisgroup.com/loughborough?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-07T19%3A27%3A23IST&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=Palladium-catalysed%20site-selective%20arene%20ortho%20C-H%20fluoroalkoxylation%20of%204-aryl-pyrrolo%5B2,3-%20d%20%5Dpyrimidines&rft.jtitle=Organic%20&%20biomolecular%20chemistry&rft.au=Jiang,%20Yunfeng&rft.date=2023-03-29&rft.volume=21&rft.issue=13&rft.spage=2748&rft.epage=2753&rft.pages=2748-2753&rft.issn=1477-0520&rft.eissn=1477-0539&rft_id=info:doi/10.1039/d3ob00084b&rft_dat=%3Cproquest_cross%3E2786813040%3C/proquest_cross%3E%3Cgrp_id%3Ecdi_FETCH-LOGICAL-c315t-83efbb4c5c5c4040aa225d6d35f90c9a2888272dff72b96bac77892db93afd933%3C/grp_id%3E%3Coa%3E%3C/oa%3E%3Curl%3E%3C/url%3E&rft_id=info:oai/&rft_pqid=2791889278&rft_id=info:pmid/36916729&rfr_iscdi=true