Modular Three-Component Organocatalytic Synthesis of 3,4-Disubstituted Pyrroles by a One-Pot Domino Reaction
Pull the trigger! The use of (Z)‐β,β‐bromo‐nitroalkenes under enamine catalysis provides the 1,4‐Michael adduct intermediate, which upon treatment with the desired amine (R3NH2) triggers the domino reaction to provide the final 3,4‐disubstituted pyrrole derivatives.
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Veröffentlicht in: | ChemCatChem 2012-07, Vol.4 (7), p.976-979 |
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creator | Martín-Santos, Cecilia Jarava-Barrera, Carlos Parra, Alejandro Esteban, Francisco Navarro-Ranninger, Carmen Alemán, José |
description | Pull the trigger! The use of (Z)‐β,β‐bromo‐nitroalkenes under enamine catalysis provides the 1,4‐Michael adduct intermediate, which upon treatment with the desired amine (R3NH2) triggers the domino reaction to provide the final 3,4‐disubstituted pyrrole derivatives. |
doi_str_mv | 10.1002/cctc.201200104 |
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The use of (Z)‐β,β‐bromo‐nitroalkenes under enamine catalysis provides the 1,4‐Michael adduct intermediate, which upon treatment with the desired amine (R3NH2) triggers the domino reaction to provide the final 3,4‐disubstituted pyrrole derivatives.</description><identifier>ISSN: 1867-3880</identifier><identifier>EISSN: 1867-3899</identifier><identifier>DOI: 10.1002/cctc.201200104</identifier><language>eng</language><publisher>Weinheim: WILEY-VCH Verlag</publisher><subject>cascade reactions ; enamine ; one pot reactions ; organocatalysis ; pyrroles</subject><ispartof>ChemCatChem, 2012-07, Vol.4 (7), p.976-979</ispartof><rights>Copyright © 2012 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim</rights><rights>Copyright © 2012 WILEY-VCH Verlag GmbH & Co. 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The use of (Z)‐β,β‐bromo‐nitroalkenes under enamine catalysis provides the 1,4‐Michael adduct intermediate, which upon treatment with the desired amine (R3NH2) triggers the domino reaction to provide the final 3,4‐disubstituted pyrrole derivatives.</description><subject>cascade reactions</subject><subject>enamine</subject><subject>one pot reactions</subject><subject>organocatalysis</subject><subject>pyrroles</subject><issn>1867-3880</issn><issn>1867-3899</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2012</creationdate><recordtype>article</recordtype><recordid>eNqFkDtPwzAURiMEEs-V2RIrKXacxPaIAi0goFVbxGjduA4Y0rjYjiD_nqCgio3p3uGc-_ii6JTgEcE4uVAqqFGCSYIxwelOdEB4zmLKhdjd9hzvR4fev2GcC8qyg6h-sKu2BoeWr07ruLDrjW10E9DUvUBjFQSou2AUWnRNeNXeeGQrRM_T-Mr4tvTBhDboFZp1ztlae1R2CNC00fHMBnRl16axaK5BBWOb42ivgtrrk996FD2Nr5fFTXw_ndwWl_exolmWxpSCFljxSkD_CQedlaWgIGi-UiohTOTAy6oCApxTlWccygoLJlhONfQOPYrOhrkbZz9a7YN8s61r-pWSsJxRSrM066nRQClnvXe6khtn1uA6SbD8SVT-JCq3ifaCGIRPU-vuH1oWxbL468aDa3zQX1sX3LvsD2KZfH6cyMWc4fn4-U4S-g0wSYoY</recordid><startdate>201207</startdate><enddate>201207</enddate><creator>Martín-Santos, Cecilia</creator><creator>Jarava-Barrera, Carlos</creator><creator>Parra, Alejandro</creator><creator>Esteban, Francisco</creator><creator>Navarro-Ranninger, Carmen</creator><creator>Alemán, José</creator><general>WILEY-VCH Verlag</general><general>WILEY‐VCH Verlag</general><general>Wiley Subscription Services, Inc</general><scope>BSCLL</scope><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>201207</creationdate><title>Modular Three-Component Organocatalytic Synthesis of 3,4-Disubstituted Pyrroles by a One-Pot Domino Reaction</title><author>Martín-Santos, Cecilia ; Jarava-Barrera, Carlos ; Parra, Alejandro ; Esteban, Francisco ; Navarro-Ranninger, Carmen ; Alemán, José</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3554-33ae90c8f9a0108ae5bb93a936dcc21796a8bffa1a883c658abf0979763ea9a03</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2012</creationdate><topic>cascade reactions</topic><topic>enamine</topic><topic>one pot reactions</topic><topic>organocatalysis</topic><topic>pyrroles</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Martín-Santos, Cecilia</creatorcontrib><creatorcontrib>Jarava-Barrera, Carlos</creatorcontrib><creatorcontrib>Parra, Alejandro</creatorcontrib><creatorcontrib>Esteban, Francisco</creatorcontrib><creatorcontrib>Navarro-Ranninger, Carmen</creatorcontrib><creatorcontrib>Alemán, José</creatorcontrib><collection>Istex</collection><collection>CrossRef</collection><jtitle>ChemCatChem</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Martín-Santos, Cecilia</au><au>Jarava-Barrera, Carlos</au><au>Parra, Alejandro</au><au>Esteban, Francisco</au><au>Navarro-Ranninger, Carmen</au><au>Alemán, José</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Modular Three-Component Organocatalytic Synthesis of 3,4-Disubstituted Pyrroles by a One-Pot Domino Reaction</atitle><jtitle>ChemCatChem</jtitle><addtitle>ChemCatChem</addtitle><date>2012-07</date><risdate>2012</risdate><volume>4</volume><issue>7</issue><spage>976</spage><epage>979</epage><pages>976-979</pages><issn>1867-3880</issn><eissn>1867-3899</eissn><abstract>Pull the trigger! The use of (Z)‐β,β‐bromo‐nitroalkenes under enamine catalysis provides the 1,4‐Michael adduct intermediate, which upon treatment with the desired amine (R3NH2) triggers the domino reaction to provide the final 3,4‐disubstituted pyrrole derivatives.</abstract><cop>Weinheim</cop><pub>WILEY-VCH Verlag</pub><doi>10.1002/cctc.201200104</doi><tpages>4</tpages></addata></record> |
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subjects | cascade reactions enamine one pot reactions organocatalysis pyrroles |
title | Modular Three-Component Organocatalytic Synthesis of 3,4-Disubstituted Pyrroles by a One-Pot Domino Reaction |
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