Silver(I)-Catalyzed Facile Synthesis of Pyrazoles From Propargyl N-Sulfonylhydrazones

A silver(I)-catalyzed facile formation of pyrazoles from propargyl N-sulfonylhydrazones has been disclosed. During the reaction, a migration of sulfonyl groups (Ts, Ms) was observed. Good functional group compatibility was observed under mild reaction conditions (at room temperature for 3−5 h). This...

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Veröffentlicht in:	Journal of organic chemistry 2008-06, Vol.73 (12), p.4698-4701
Hauptverfasser:	Lee, Young Tak, Chung, Young Keun
Format:	Artikel
Sprache:	eng
Schlagworte:	Catalysis Chemistry Exact sciences and technology Heterocyclic compounds Heterocyclic compounds with several n hetero atoms in the same ring, in separated rings or in fused rings Hydrazones - chemistry Organic chemistry Preparations and properties Pyrazoles - chemical synthesis Pyrazoles - chemistry Silver - chemistry
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container_title	Journal of organic chemistry
container_volume	73
creator	Lee, Young Tak Chung, Young Keun
description	A silver(I)-catalyzed facile formation of pyrazoles from propargyl N-sulfonylhydrazones has been disclosed. During the reaction, a migration of sulfonyl groups (Ts, Ms) was observed. Good functional group compatibility was observed under mild reaction conditions (at room temperature for 3−5 h). This methodology allows for the efficient and regioselective synthesis of 1,3- and 1,5-disubstituted and 1,3,5-trisubstituted pyrazoles.
doi_str_mv	10.1021/jo800663g
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Org. Chem</addtitle><description>A silver(I)-catalyzed facile formation of pyrazoles from propargyl N-sulfonylhydrazones has been disclosed. During the reaction, a migration of sulfonyl groups (Ts, Ms) was observed. Good functional group compatibility was observed under mild reaction conditions (at room temperature for 3−5 h). This methodology allows for the efficient and regioselective synthesis of 1,3- and 1,5-disubstituted and 1,3,5-trisubstituted pyrazoles.</description><subject>Catalysis</subject><subject>Chemistry</subject><subject>Exact sciences and technology</subject><subject>Heterocyclic compounds</subject><subject>Heterocyclic compounds with several n hetero atoms in the same ring, in separated rings or in fused rings</subject><subject>Hydrazones - chemistry</subject><subject>Organic chemistry</subject><subject>Preparations and properties</subject><subject>Pyrazoles - chemical synthesis</subject><subject>Pyrazoles - chemistry</subject><subject>Silver - chemistry</subject><issn>0022-3263</issn><issn>1520-6904</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2008</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpt0E1v00AQBuAVAtFQOPAHkC8gejDMfttHMAQqIohIe16t7dnWZeMNuzbC_fU4SpRemMsc5tGr0UvISwrvKDD6_i4UAErxm0dkQSWDXJUgHpMFAGM5Z4qfkWcp3cE8Usqn5IwWoiipVAtyven8H4xvLy_yyg7WT_fYZkvbdB6zzdQPt5i6lAWXrado74PHlC1j2GbrGHY23kw--55vRu9CP_nbqd2bHtNz8sRZn_DFcZ-T6-Xnq-prvvrx5bL6sMqtEHrIEZXGFoR1UmpQAkVd86JkWIOS1jWO69pJLgAaV0umbE3bomykoyUoTiU_J28OubsYfo-YBrPtUoPe2x7DmIymSmtge3hxgE0MKUV0Zhe7rY2ToWD2HZpTh7N9dQwd6y22D_JY2gxeH4FNjfUu2r7p0skxEIKzgs8uP7guDfj3dLfxl1Gaa2mu1hvzs_r4aaWrpfn2kGubNP8zxn7u7j8P_gNakpRx</recordid><startdate>20080620</startdate><enddate>20080620</enddate><creator>Lee, Young Tak</creator><creator>Chung, Young Keun</creator><general>American Chemical Society</general><scope>BSCLL</scope><scope>IQODW</scope><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></search><sort><creationdate>20080620</creationdate><title>Silver(I)-Catalyzed Facile Synthesis of Pyrazoles From Propargyl N-Sulfonylhydrazones</title><author>Lee, Young Tak ; Chung, Young Keun</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a447t-ee67ed04af557064e4bb3892eb065afcf37bf53400cfb526ab1d89c5f19063153</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2008</creationdate><topic>Catalysis</topic><topic>Chemistry</topic><topic>Exact sciences and technology</topic><topic>Heterocyclic compounds</topic><topic>Heterocyclic compounds with several n hetero atoms in the same ring, in separated rings or in fused rings</topic><topic>Hydrazones - chemistry</topic><topic>Organic chemistry</topic><topic>Preparations and properties</topic><topic>Pyrazoles - chemical synthesis</topic><topic>Pyrazoles - chemistry</topic><topic>Silver - chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Lee, Young Tak</creatorcontrib><creatorcontrib>Chung, Young Keun</creatorcontrib><collection>Istex</collection><collection>Pascal-Francis</collection><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>Lee, Young Tak</au><au>Chung, Young Keun</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Silver(I)-Catalyzed Facile Synthesis of Pyrazoles From Propargyl N-Sulfonylhydrazones</atitle><jtitle>Journal of organic chemistry</jtitle><addtitle>J. Org. Chem</addtitle><date>2008-06-20</date><risdate>2008</risdate><volume>73</volume><issue>12</issue><spage>4698</spage><epage>4701</epage><pages>4698-4701</pages><issn>0022-3263</issn><eissn>1520-6904</eissn><coden>JOCEAH</coden><abstract>A silver(I)-catalyzed facile formation of pyrazoles from propargyl N-sulfonylhydrazones has been disclosed. During the reaction, a migration of sulfonyl groups (Ts, Ms) was observed. Good functional group compatibility was observed under mild reaction conditions (at room temperature for 3−5 h). This methodology allows for the efficient and regioselective synthesis of 1,3- and 1,5-disubstituted and 1,3,5-trisubstituted pyrazoles.</abstract><cop>Washington, DC</cop><pub>American Chemical Society</pub><pmid>18489156</pmid><doi>10.1021/jo800663g</doi><tpages>4</tpages></addata></record>
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subjects	Catalysis Chemistry Exact sciences and technology Heterocyclic compounds Heterocyclic compounds with several n hetero atoms in the same ring, in separated rings or in fused rings Hydrazones - chemistry Organic chemistry Preparations and properties Pyrazoles - chemical synthesis Pyrazoles - chemistry Silver - chemistry
title	Silver(I)-Catalyzed Facile Synthesis of Pyrazoles From Propargyl N-Sulfonylhydrazones
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