Palladium N-heterocyclic carbene catalyzed regioselective thiolation of 1-aryl-3-methyl-1H-pyrazol-5(4H)-ones using aryl thiols

A palladium N-heterocyclic carbene [Pd(NHC)Cl2] complex of Vitamin B1 developed earlier in our lab was also found to be an effective catalyst for regioselective thiolation via C–H bond activation of 1-aryl-3-methyl-1H-pyrazol-5(4H)-ones 1a–c using aryl thiols 2a–e. The protocol was found to be simpl...

Full description

Saved in:
Bibliographic Details
Published in:Tetrahedron 2016-02, Vol.72 (8), p.1114-1119
Main Authors: Purohit, Vishal B., Karad, Sharad C., Patel, Kirit H., Raval, Dipak K.
Format: Article
Language:English
Subjects:
Activation
Aromatic compounds
Bonding
Carbenes
C–H activation
N-heterocyclic carbene
Palladium
Regioselective thiolation
Tetrahedrons
Thiols
Vitamin B1
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-c330t-11e3de737b750c18fc273f2b115c3e43203e98516e775d32ab90743706091c543
cites cdi_FETCH-LOGICAL-c330t-11e3de737b750c18fc273f2b115c3e43203e98516e775d32ab90743706091c543
container_end_page 1119
container_issue 8
container_start_page 1114
container_title Tetrahedron
container_volume 72
creator Purohit, Vishal B.
Karad, Sharad C.
Patel, Kirit H.
Raval, Dipak K.
description A palladium N-heterocyclic carbene [Pd(NHC)Cl2] complex of Vitamin B1 developed earlier in our lab was also found to be an effective catalyst for regioselective thiolation via C–H bond activation of 1-aryl-3-methyl-1H-pyrazol-5(4H)-ones 1a–c using aryl thiols 2a–e. The protocol was found to be simple, efficient and highly regioselective to afford the target products 3a–o in good to excellent yields. [Display omitted]
doi_str_mv 10.1016/j.tet.2016.01.012
format article
fullrecord <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_1793240285</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><els_id>S0040402016300126</els_id><sourcerecordid>1793240285</sourcerecordid><originalsourceid>FETCH-LOGICAL-c330t-11e3de737b750c18fc273f2b115c3e43203e98516e775d32ab90743706091c543</originalsourceid><addsrcrecordid>eNp9kEFrGzEQhUVJoI6TH9DbHpOD3BlJu7LpqYS0Lpgmh-QsZO1sLCOvXEkOOJf89cq458KDeYf3hpmPsS8IMwTsvm5nhcpMVDsDrBKf2ARVp3irsLtgEwAFXIGAz-wq5y0AIAo5YR9PNgTb-8Ou-c03VChFd3TBu8bZtKaR6iw2HN-pbxK9-pgpkCv-jZqy8THY4uPYxKFBbtMxcMl3VDbV4JLvj8m-x8DbW7W843Gk3ByyH1-bU_Jcz9fscrAh082_OWUvPx6e75d89fjz1_33FXdSQuGIJHvSUq91Cw7ngxNaDmKN2DpJSgqQtJi32JHWbS-FXS9AK6mhgwW6Vskpuz3v3af450C5mJ3PjurvI8VDNqgXUlQ-87ZG8Rx1KeacaDD75Hf1ZoNgTrDN1lTY5gTbAFaJ2vl27lD94c1TMtl5Gh31PlVcpo_-P-2_CUeHFg</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>1793240285</pqid></control><display><type>article</type><title>Palladium N-heterocyclic carbene catalyzed regioselective thiolation of 1-aryl-3-methyl-1H-pyrazol-5(4H)-ones using aryl thiols</title><source>ScienceDirect Journals</source><creator>Purohit, Vishal B. ; Karad, Sharad C. ; Patel, Kirit H. ; Raval, Dipak K.</creator><creatorcontrib>Purohit, Vishal B. ; Karad, Sharad C. ; Patel, Kirit H. ; Raval, Dipak K.</creatorcontrib><description>A palladium N-heterocyclic carbene [Pd(NHC)Cl2] complex of Vitamin B1 developed earlier in our lab was also found to be an effective catalyst for regioselective thiolation via C–H bond activation of 1-aryl-3-methyl-1H-pyrazol-5(4H)-ones 1a–c using aryl thiols 2a–e. The protocol was found to be simple, efficient and highly regioselective to afford the target products 3a–o in good to excellent yields. [Display omitted]</description><identifier>ISSN: 0040-4020</identifier><identifier>EISSN: 1464-5416</identifier><identifier>DOI: 10.1016/j.tet.2016.01.012</identifier><language>eng</language><publisher>Elsevier Ltd</publisher><subject>Activation ; Aromatic compounds ; Bonding ; Carbenes ; C–H activation ; N-heterocyclic carbene ; Palladium ; Regioselective thiolation ; Tetrahedrons ; Thiols ; Vitamin B1</subject><ispartof>Tetrahedron, 2016-02, Vol.72 (8), p.1114-1119</ispartof><rights>2016 Elsevier Ltd</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c330t-11e3de737b750c18fc273f2b115c3e43203e98516e775d32ab90743706091c543</citedby><cites>FETCH-LOGICAL-c330t-11e3de737b750c18fc273f2b115c3e43203e98516e775d32ab90743706091c543</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,777,781,27905,27906</link.rule.ids></links><search><creatorcontrib>Purohit, Vishal B.</creatorcontrib><creatorcontrib>Karad, Sharad C.</creatorcontrib><creatorcontrib>Patel, Kirit H.</creatorcontrib><creatorcontrib>Raval, Dipak K.</creatorcontrib><title>Palladium N-heterocyclic carbene catalyzed regioselective thiolation of 1-aryl-3-methyl-1H-pyrazol-5(4H)-ones using aryl thiols</title><title>Tetrahedron</title><description>A palladium N-heterocyclic carbene [Pd(NHC)Cl2] complex of Vitamin B1 developed earlier in our lab was also found to be an effective catalyst for regioselective thiolation via C–H bond activation of 1-aryl-3-methyl-1H-pyrazol-5(4H)-ones 1a–c using aryl thiols 2a–e. The protocol was found to be simple, efficient and highly regioselective to afford the target products 3a–o in good to excellent yields. [Display omitted]</description><subject>Activation</subject><subject>Aromatic compounds</subject><subject>Bonding</subject><subject>Carbenes</subject><subject>C–H activation</subject><subject>N-heterocyclic carbene</subject><subject>Palladium</subject><subject>Regioselective thiolation</subject><subject>Tetrahedrons</subject><subject>Thiols</subject><subject>Vitamin B1</subject><issn>0040-4020</issn><issn>1464-5416</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2016</creationdate><recordtype>article</recordtype><recordid>eNp9kEFrGzEQhUVJoI6TH9DbHpOD3BlJu7LpqYS0Lpgmh-QsZO1sLCOvXEkOOJf89cq458KDeYf3hpmPsS8IMwTsvm5nhcpMVDsDrBKf2ARVp3irsLtgEwAFXIGAz-wq5y0AIAo5YR9PNgTb-8Ou-c03VChFd3TBu8bZtKaR6iw2HN-pbxK9-pgpkCv-jZqy8THY4uPYxKFBbtMxcMl3VDbV4JLvj8m-x8DbW7W843Gk3ByyH1-bU_Jcz9fscrAh082_OWUvPx6e75d89fjz1_33FXdSQuGIJHvSUq91Cw7ngxNaDmKN2DpJSgqQtJi32JHWbS-FXS9AK6mhgwW6Vskpuz3v3af450C5mJ3PjurvI8VDNqgXUlQ-87ZG8Rx1KeacaDD75Hf1ZoNgTrDN1lTY5gTbAFaJ2vl27lD94c1TMtl5Gh31PlVcpo_-P-2_CUeHFg</recordid><startdate>20160225</startdate><enddate>20160225</enddate><creator>Purohit, Vishal B.</creator><creator>Karad, Sharad C.</creator><creator>Patel, Kirit H.</creator><creator>Raval, Dipak K.</creator><general>Elsevier Ltd</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>7U5</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>L7M</scope></search><sort><creationdate>20160225</creationdate><title>Palladium N-heterocyclic carbene catalyzed regioselective thiolation of 1-aryl-3-methyl-1H-pyrazol-5(4H)-ones using aryl thiols</title><author>Purohit, Vishal B. ; Karad, Sharad C. ; Patel, Kirit H. ; Raval, Dipak K.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c330t-11e3de737b750c18fc273f2b115c3e43203e98516e775d32ab90743706091c543</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2016</creationdate><topic>Activation</topic><topic>Aromatic compounds</topic><topic>Bonding</topic><topic>Carbenes</topic><topic>C–H activation</topic><topic>N-heterocyclic carbene</topic><topic>Palladium</topic><topic>Regioselective thiolation</topic><topic>Tetrahedrons</topic><topic>Thiols</topic><topic>Vitamin B1</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Purohit, Vishal B.</creatorcontrib><creatorcontrib>Karad, Sharad C.</creatorcontrib><creatorcontrib>Patel, Kirit H.</creatorcontrib><creatorcontrib>Raval, Dipak K.</creatorcontrib><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><jtitle>Tetrahedron</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Purohit, Vishal B.</au><au>Karad, Sharad C.</au><au>Patel, Kirit H.</au><au>Raval, Dipak K.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Palladium N-heterocyclic carbene catalyzed regioselective thiolation of 1-aryl-3-methyl-1H-pyrazol-5(4H)-ones using aryl thiols</atitle><jtitle>Tetrahedron</jtitle><date>2016-02-25</date><risdate>2016</risdate><volume>72</volume><issue>8</issue><spage>1114</spage><epage>1119</epage><pages>1114-1119</pages><issn>0040-4020</issn><eissn>1464-5416</eissn><abstract>A palladium N-heterocyclic carbene [Pd(NHC)Cl2] complex of Vitamin B1 developed earlier in our lab was also found to be an effective catalyst for regioselective thiolation via C–H bond activation of 1-aryl-3-methyl-1H-pyrazol-5(4H)-ones 1a–c using aryl thiols 2a–e. The protocol was found to be simple, efficient and highly regioselective to afford the target products 3a–o in good to excellent yields. [Display omitted]</abstract><pub>Elsevier Ltd</pub><doi>10.1016/j.tet.2016.01.012</doi><tpages>6</tpages></addata></record>
fulltext fulltext
identifier ISSN: 0040-4020
ispartof Tetrahedron, 2016-02, Vol.72 (8), p.1114-1119
issn 0040-4020
1464-5416
language eng
recordid cdi_proquest_miscellaneous_1793240285
source ScienceDirect Journals
subjects Activation
Aromatic compounds
Bonding
Carbenes
C–H activation
N-heterocyclic carbene
Palladium
Regioselective thiolation
Tetrahedrons
Thiols
Vitamin B1
title Palladium N-heterocyclic carbene catalyzed regioselective thiolation of 1-aryl-3-methyl-1H-pyrazol-5(4H)-ones using aryl thiols
url http://sfxeu10.hosted.exlibrisgroup.com/loughborough?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-19T16%3A58%3A41IST&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%20N-heterocyclic%20carbene%20catalyzed%20regioselective%20thiolation%20of%201-aryl-3-methyl-1H-pyrazol-5(4H)-ones%20using%20aryl%20thiols&rft.jtitle=Tetrahedron&rft.au=Purohit,%20Vishal%20B.&rft.date=2016-02-25&rft.volume=72&rft.issue=8&rft.spage=1114&rft.epage=1119&rft.pages=1114-1119&rft.issn=0040-4020&rft.eissn=1464-5416&rft_id=info:doi/10.1016/j.tet.2016.01.012&rft_dat=%3Cproquest_cross%3E1793240285%3C/proquest_cross%3E%3Cgrp_id%3Ecdi_FETCH-LOGICAL-c330t-11e3de737b750c18fc273f2b115c3e43203e98516e775d32ab90743706091c543%3C/grp_id%3E%3Coa%3E%3C/oa%3E%3Curl%3E%3C/url%3E&rft_id=info:oai/&rft_pqid=1793240285&rft_id=info:pmid/&rfr_iscdi=true