Rhodium-Catalysed Tandem Hydroformylation/Arylation Reaction with Boronic Acids
A new efficient multicatalytic process involving a single catalyst to promote tandem hydroformylation/arylation reactions is disclosed. The effect of the rhodium ligand was evaluated and the rhodium/triphenylphosphine catalytic system was selected to apply the methodology to different olefins and bo...
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Veröffentlicht in: | Advanced synthesis & catalysis 2014-04, Vol.356 (6), p.1223-1228 |
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container_title | Advanced synthesis & catalysis |
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creator | Almeida, Ana R. Dias, Roberto D. Monteiro, Carlos J. P. Abreu, Artur R. Gois, Pedro M. P. Bayon, J. Carles Pereira, Mariette M. |
description | A new efficient multicatalytic process involving a single catalyst to promote tandem hydroformylation/arylation reactions is disclosed. The effect of the rhodium ligand was evaluated and the rhodium/triphenylphosphine catalytic system was selected to apply the methodology to different olefins and boronic acids. High yields (up to 89%) and good to excellent isomer ratios (up to 98:2) were achieved using aryl olefins as starting materials. This new methodology allows the preparation of secondary alcohols, from simple olefins, and paves the way for the synthesis of high‐value products, namely vinylindole and anethole derivatives. |
doi_str_mv | 10.1002/adsc.201300968 |
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P. ; Abreu, Artur R. ; Gois, Pedro M. P. ; Bayon, J. Carles ; Pereira, Mariette M.</creator><creatorcontrib>Almeida, Ana R. ; Dias, Roberto D. ; Monteiro, Carlos J. P. ; Abreu, Artur R. ; Gois, Pedro M. P. ; Bayon, J. Carles ; Pereira, Mariette M.</creatorcontrib><description>A new efficient multicatalytic process involving a single catalyst to promote tandem hydroformylation/arylation reactions is disclosed. The effect of the rhodium ligand was evaluated and the rhodium/triphenylphosphine catalytic system was selected to apply the methodology to different olefins and boronic acids. High yields (up to 89%) and good to excellent isomer ratios (up to 98:2) were achieved using aryl olefins as starting materials. This new methodology allows the preparation of secondary alcohols, from simple olefins, and paves the way for the synthesis of high‐value products, namely vinylindole and anethole derivatives.</description><identifier>ISSN: 1615-4150</identifier><identifier>EISSN: 1615-4169</identifier><identifier>DOI: 10.1002/adsc.201300968</identifier><language>eng</language><publisher>Weinheim: WILEY-VCH Verlag</publisher><subject>arylation ; Catalysis ; Catalysts ; Derivatives ; hydroformylation ; Isomers ; Methodology ; multicatalytic process ; Olefins ; Rhodium ; Synthesis ; tandem reactions</subject><ispartof>Advanced synthesis & catalysis, 2014-04, Vol.356 (6), p.1223-1228</ispartof><rights>2014 WILEY‐VCH Verlag GmbH & Co. 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This new methodology allows the preparation of secondary alcohols, from simple olefins, and paves the way for the synthesis of high‐value products, namely vinylindole and anethole derivatives.</description><subject>arylation</subject><subject>Catalysis</subject><subject>Catalysts</subject><subject>Derivatives</subject><subject>hydroformylation</subject><subject>Isomers</subject><subject>Methodology</subject><subject>multicatalytic process</subject><subject>Olefins</subject><subject>Rhodium</subject><subject>Synthesis</subject><subject>tandem reactions</subject><issn>1615-4150</issn><issn>1615-4169</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2014</creationdate><recordtype>article</recordtype><recordid>eNqFkEFPwjAYhhejiYhePe_oZdCu69od5xQwIRIRg7ema7tQ3VZsR3D_3uEI8ebpew_v8-bL43m3EIwgAOGYSydGIYAIgCSmZ94AxhAHEYyT81PG4NK7cu4DAEgoIQNvsdwYqXdVkPGGl61T0l_xWqrKn7XSmsLYqi15o009Tu0x-UvFxW_Y62bj3xtrai38VGjprr2LgpdO3Rzv0HubPK6yWTBfTJ-ydB4IlBAaiALLGCAS5jIpYhnlIeAQ57GgqIA0zwUVCESk-zcngCuaSwxDjGEiRUIwEGjo3fW7W2u-dso1rNJOqLLktTI7xyBGnRSKadJVR31VWOOcVQXbWl1x2zII2MEcO5hjJ3MdkPTAXpeq_afN0ofX7C8b9Kx2jfo-sdx-spgggtn6ecrWk5eHVRS_syn6Aejtggs</recordid><startdate>20140414</startdate><enddate>20140414</enddate><creator>Almeida, Ana R.</creator><creator>Dias, Roberto D.</creator><creator>Monteiro, Carlos J. 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Carles</creatorcontrib><creatorcontrib>Pereira, Mariette M.</creatorcontrib><collection>Istex</collection><collection>CrossRef</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>Technology Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><jtitle>Advanced synthesis & catalysis</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Almeida, Ana R.</au><au>Dias, Roberto D.</au><au>Monteiro, Carlos J. P.</au><au>Abreu, Artur R.</au><au>Gois, Pedro M. P.</au><au>Bayon, J. Carles</au><au>Pereira, Mariette M.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Rhodium-Catalysed Tandem Hydroformylation/Arylation Reaction with Boronic Acids</atitle><jtitle>Advanced synthesis & catalysis</jtitle><addtitle>Adv. Synth. Catal</addtitle><date>2014-04-14</date><risdate>2014</risdate><volume>356</volume><issue>6</issue><spage>1223</spage><epage>1228</epage><pages>1223-1228</pages><issn>1615-4150</issn><eissn>1615-4169</eissn><abstract>A new efficient multicatalytic process involving a single catalyst to promote tandem hydroformylation/arylation reactions is disclosed. The effect of the rhodium ligand was evaluated and the rhodium/triphenylphosphine catalytic system was selected to apply the methodology to different olefins and boronic acids. High yields (up to 89%) and good to excellent isomer ratios (up to 98:2) were achieved using aryl olefins as starting materials. This new methodology allows the preparation of secondary alcohols, from simple olefins, and paves the way for the synthesis of high‐value products, namely vinylindole and anethole derivatives.</abstract><cop>Weinheim</cop><pub>WILEY-VCH Verlag</pub><doi>10.1002/adsc.201300968</doi><tpages>6</tpages></addata></record> |
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subjects | arylation Catalysis Catalysts Derivatives hydroformylation Isomers Methodology multicatalytic process Olefins Rhodium Synthesis tandem reactions |
title | Rhodium-Catalysed Tandem Hydroformylation/Arylation Reaction with Boronic Acids |
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