Palladium mediated regioselective intramolecular Heck reaction: synthesis of 1,3,4-trisubstituted pyrazolo[3,4-b]pyridines, 3H-pyrazolo[3,4-c]isoquinolines and 3H-pyrazolo[4,3-f][1,7]naphthyridines

An efficient method was developed for the synthesis of 1,3,4-trisubstituted pyrazolo[3,4- b ]pyridines, 3 H -pyrazolo[3,4- c ]isoquinolines and 3 H -pyrazolo[4,3- f ][1,7]naphthyridines via intramolecular Heck reactions of imine derivatives of β-halovinyl/aryl aldehydes and 5-aminopyrazoles. This pa...

Full description

Saved in:
Bibliographic Details
Published in:RSC advances 2015, Vol.5 (27), p.21099-21102
Main Authors: Prakash, Rashmi, Shekarrao, Kommuri, Saikia, Pallabi, Gogoi, Sanjib, Boruah, Romesh C.
Format: Article
Language:English
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-c231t-ee9a801891e053c48839a6aeb54c6cdcee6c93acf85188f6357c551080425b1d3
cites cdi_FETCH-LOGICAL-c231t-ee9a801891e053c48839a6aeb54c6cdcee6c93acf85188f6357c551080425b1d3
container_end_page 21102
container_issue 27
container_start_page 21099
container_title RSC advances
container_volume 5
creator Prakash, Rashmi
Shekarrao, Kommuri
Saikia, Pallabi
Gogoi, Sanjib
Boruah, Romesh C.
description An efficient method was developed for the synthesis of 1,3,4-trisubstituted pyrazolo[3,4- b ]pyridines, 3 H -pyrazolo[3,4- c ]isoquinolines and 3 H -pyrazolo[4,3- f ][1,7]naphthyridines via intramolecular Heck reactions of imine derivatives of β-halovinyl/aryl aldehydes and 5-aminopyrazoles. This palladium acetate catalyzed reaction afforded good yields of these pyrazolo fused compounds under thermal conditions in the presence of xantphos as the ligand.
doi_str_mv 10.1039/C4RA17190J
format article
fullrecord <record><control><sourceid>crossref</sourceid><recordid>TN_cdi_crossref_primary_10_1039_C4RA17190J</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>10_1039_C4RA17190J</sourcerecordid><originalsourceid>FETCH-LOGICAL-c231t-ee9a801891e053c48839a6aeb54c6cdcee6c93acf85188f6357c551080425b1d3</originalsourceid><addsrcrecordid>eNpVkVFLwzAUhYMoOOZe_AV5llaTpslS38ZQpwiK6NMoJU1vXbRrZpIK8__5v2xR0d2Xcw_n47wchI4pOaWEZWfz9GFGpzQjN3tolJBUxAkR2f6__xBNvH8h_QlOE0FH6PNeNY2qTLfGa6iMClBhB8_GemhAB_MO2LTBqbXtbdcohxegX3tE9aFtz7HftmEF3nhsa0wjFqVxcMZ3pQ8mdEPdZuvUh23scsjKvLemMi34CLNFvBPq3Hj71pnWNgOAVVvtMGnE4jpf0miat2qzCqvfqiN0UKvGw-RHx-jp8uJxvohv766u57PbWCeMhhggU5JQmVEgnOlUSpYpoaDkqRa60gBCZ0zpWnIqZS0Yn2rOKZEkTXhJKzZGJ9-92lnvHdTFxpm1ctuCkmLYoPjbgH0Bho19Iw</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype></control><display><type>article</type><title>Palladium mediated regioselective intramolecular Heck reaction: synthesis of 1,3,4-trisubstituted pyrazolo[3,4-b]pyridines, 3H-pyrazolo[3,4-c]isoquinolines and 3H-pyrazolo[4,3-f][1,7]naphthyridines</title><source>Royal Society of Chemistry Journals</source><creator>Prakash, Rashmi ; Shekarrao, Kommuri ; Saikia, Pallabi ; Gogoi, Sanjib ; Boruah, Romesh C.</creator><creatorcontrib>Prakash, Rashmi ; Shekarrao, Kommuri ; Saikia, Pallabi ; Gogoi, Sanjib ; Boruah, Romesh C.</creatorcontrib><description>An efficient method was developed for the synthesis of 1,3,4-trisubstituted pyrazolo[3,4- b ]pyridines, 3 H -pyrazolo[3,4- c ]isoquinolines and 3 H -pyrazolo[4,3- f ][1,7]naphthyridines via intramolecular Heck reactions of imine derivatives of β-halovinyl/aryl aldehydes and 5-aminopyrazoles. This palladium acetate catalyzed reaction afforded good yields of these pyrazolo fused compounds under thermal conditions in the presence of xantphos as the ligand.</description><identifier>ISSN: 2046-2069</identifier><identifier>EISSN: 2046-2069</identifier><identifier>DOI: 10.1039/C4RA17190J</identifier><language>eng</language><ispartof>RSC advances, 2015, Vol.5 (27), p.21099-21102</ispartof><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c231t-ee9a801891e053c48839a6aeb54c6cdcee6c93acf85188f6357c551080425b1d3</citedby><cites>FETCH-LOGICAL-c231t-ee9a801891e053c48839a6aeb54c6cdcee6c93acf85188f6357c551080425b1d3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,4022,27922,27923,27924</link.rule.ids></links><search><creatorcontrib>Prakash, Rashmi</creatorcontrib><creatorcontrib>Shekarrao, Kommuri</creatorcontrib><creatorcontrib>Saikia, Pallabi</creatorcontrib><creatorcontrib>Gogoi, Sanjib</creatorcontrib><creatorcontrib>Boruah, Romesh C.</creatorcontrib><title>Palladium mediated regioselective intramolecular Heck reaction: synthesis of 1,3,4-trisubstituted pyrazolo[3,4-b]pyridines, 3H-pyrazolo[3,4-c]isoquinolines and 3H-pyrazolo[4,3-f][1,7]naphthyridines</title><title>RSC advances</title><description>An efficient method was developed for the synthesis of 1,3,4-trisubstituted pyrazolo[3,4- b ]pyridines, 3 H -pyrazolo[3,4- c ]isoquinolines and 3 H -pyrazolo[4,3- f ][1,7]naphthyridines via intramolecular Heck reactions of imine derivatives of β-halovinyl/aryl aldehydes and 5-aminopyrazoles. This palladium acetate catalyzed reaction afforded good yields of these pyrazolo fused compounds under thermal conditions in the presence of xantphos as the ligand.</description><issn>2046-2069</issn><issn>2046-2069</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2015</creationdate><recordtype>article</recordtype><recordid>eNpVkVFLwzAUhYMoOOZe_AV5llaTpslS38ZQpwiK6NMoJU1vXbRrZpIK8__5v2xR0d2Xcw_n47wchI4pOaWEZWfz9GFGpzQjN3tolJBUxAkR2f6__xBNvH8h_QlOE0FH6PNeNY2qTLfGa6iMClBhB8_GemhAB_MO2LTBqbXtbdcohxegX3tE9aFtz7HftmEF3nhsa0wjFqVxcMZ3pQ8mdEPdZuvUh23scsjKvLemMi34CLNFvBPq3Hj71pnWNgOAVVvtMGnE4jpf0miat2qzCqvfqiN0UKvGw-RHx-jp8uJxvohv766u57PbWCeMhhggU5JQmVEgnOlUSpYpoaDkqRa60gBCZ0zpWnIqZS0Yn2rOKZEkTXhJKzZGJ9-92lnvHdTFxpm1ctuCkmLYoPjbgH0Bho19Iw</recordid><startdate>2015</startdate><enddate>2015</enddate><creator>Prakash, Rashmi</creator><creator>Shekarrao, Kommuri</creator><creator>Saikia, Pallabi</creator><creator>Gogoi, Sanjib</creator><creator>Boruah, Romesh C.</creator><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>2015</creationdate><title>Palladium mediated regioselective intramolecular Heck reaction: synthesis of 1,3,4-trisubstituted pyrazolo[3,4-b]pyridines, 3H-pyrazolo[3,4-c]isoquinolines and 3H-pyrazolo[4,3-f][1,7]naphthyridines</title><author>Prakash, Rashmi ; Shekarrao, Kommuri ; Saikia, Pallabi ; Gogoi, Sanjib ; Boruah, Romesh C.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c231t-ee9a801891e053c48839a6aeb54c6cdcee6c93acf85188f6357c551080425b1d3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2015</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Prakash, Rashmi</creatorcontrib><creatorcontrib>Shekarrao, Kommuri</creatorcontrib><creatorcontrib>Saikia, Pallabi</creatorcontrib><creatorcontrib>Gogoi, Sanjib</creatorcontrib><creatorcontrib>Boruah, Romesh C.</creatorcontrib><collection>CrossRef</collection><jtitle>RSC advances</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Prakash, Rashmi</au><au>Shekarrao, Kommuri</au><au>Saikia, Pallabi</au><au>Gogoi, Sanjib</au><au>Boruah, Romesh C.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Palladium mediated regioselective intramolecular Heck reaction: synthesis of 1,3,4-trisubstituted pyrazolo[3,4-b]pyridines, 3H-pyrazolo[3,4-c]isoquinolines and 3H-pyrazolo[4,3-f][1,7]naphthyridines</atitle><jtitle>RSC advances</jtitle><date>2015</date><risdate>2015</risdate><volume>5</volume><issue>27</issue><spage>21099</spage><epage>21102</epage><pages>21099-21102</pages><issn>2046-2069</issn><eissn>2046-2069</eissn><abstract>An efficient method was developed for the synthesis of 1,3,4-trisubstituted pyrazolo[3,4- b ]pyridines, 3 H -pyrazolo[3,4- c ]isoquinolines and 3 H -pyrazolo[4,3- f ][1,7]naphthyridines via intramolecular Heck reactions of imine derivatives of β-halovinyl/aryl aldehydes and 5-aminopyrazoles. This palladium acetate catalyzed reaction afforded good yields of these pyrazolo fused compounds under thermal conditions in the presence of xantphos as the ligand.</abstract><doi>10.1039/C4RA17190J</doi><tpages>4</tpages></addata></record>
fulltext fulltext
identifier ISSN: 2046-2069
ispartof RSC advances, 2015, Vol.5 (27), p.21099-21102
issn 2046-2069
2046-2069
language eng
recordid cdi_crossref_primary_10_1039_C4RA17190J
source Royal Society of Chemistry Journals
title Palladium mediated regioselective intramolecular Heck reaction: synthesis of 1,3,4-trisubstituted pyrazolo[3,4-b]pyridines, 3H-pyrazolo[3,4-c]isoquinolines and 3H-pyrazolo[4,3-f][1,7]naphthyridines
url http://sfxeu10.hosted.exlibrisgroup.com/loughborough?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-12T23%3A24%3A21IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-crossref&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Palladium%20mediated%20regioselective%20intramolecular%20Heck%20reaction:%20synthesis%20of%201,3,4-trisubstituted%20pyrazolo%5B3,4-b%5Dpyridines,%203H-pyrazolo%5B3,4-c%5Disoquinolines%20and%203H-pyrazolo%5B4,3-f%5D%5B1,7%5Dnaphthyridines&rft.jtitle=RSC%20advances&rft.au=Prakash,%20Rashmi&rft.date=2015&rft.volume=5&rft.issue=27&rft.spage=21099&rft.epage=21102&rft.pages=21099-21102&rft.issn=2046-2069&rft.eissn=2046-2069&rft_id=info:doi/10.1039/C4RA17190J&rft_dat=%3Ccrossref%3E10_1039_C4RA17190J%3C/crossref%3E%3Cgrp_id%3Ecdi_FETCH-LOGICAL-c231t-ee9a801891e053c48839a6aeb54c6cdcee6c93acf85188f6357c551080425b1d3%3C/grp_id%3E%3Coa%3E%3C/oa%3E%3Curl%3E%3C/url%3E&rft_id=info:oai/&rft_id=info:pmid/&rfr_iscdi=true