Indium-Catalyzed Henry-Type Reaction of Aldehydes with Bromonitroalkanes
Identifieur interne : 001983 ( Main/Repository ); précédent : 001982; suivant : 001984Indium-Catalyzed Henry-Type Reaction of Aldehydes with Bromonitroalkanes
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Abstract
An economical method to perform the addition of bromonitroalkanes to aldehydes using zinc in the presence of a catalytic amount of indium is established. This procedure affords the corresponding nitroalkanols in good yields and can be easily scaled up to preparative amounts. This indium-catalyzed Henry reaction performs better than the classic base-catalyzed reaction in terms of yields and substrate scope and avoids the use of stoichiometric amounts of the expensive indium powder.
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<record><TEI><teiHeader><fileDesc><titleStmt><title xml:lang="en" level="a">Indium-Catalyzed Henry-Type Reaction of Aldehydes with Bromonitroalkanes</title><author><name sortKey="Soengas, Raquel G" uniqKey="Soengas R">Raquel G. Soengas</name><affiliation wicri:level="1"><inist:fA14 i1="01"><s1>Department of Chemistry & QOPNA, University of Aveiro</s1><s2>3810-193 Aveiro</s2><s3>PRT</s3><sZ>1 aut.</sZ><sZ>2 aut.</sZ></inist:fA14><country>Portugal</country><wicri:noRegion>3810-193 Aveiro</wicri:noRegion></affiliation></author><author><name sortKey="Silva, Artur M S" uniqKey="Silva A">Artur M. S. Silva</name><affiliation wicri:level="1"><inist:fA14 i1="01"><s1>Department of Chemistry & QOPNA, University of Aveiro</s1><s2>3810-193 Aveiro</s2><s3>PRT</s3><sZ>1 aut.</sZ><sZ>2 aut.</sZ></inist:fA14><country>Portugal</country><wicri:noRegion>3810-193 Aveiro</wicri:noRegion></affiliation></author></titleStmt><publicationStmt><idno type="inist">12-0238777</idno><date when="2012">2012</date><idno type="stanalyst">PASCAL 12-0238777 INIST</idno><idno type="RBID">Pascal:12-0238777</idno><idno type="wicri:Area/Main/Corpus">001D00</idno><idno type="wicri:Area/Main/Repository">001983</idno></publicationStmt><seriesStmt><idno type="ISSN">0936-5214</idno><title level="j" type="abbreviated">Synlett : (Stuttg.)</title><title level="j" type="main">Synlett : (Stuttgart)</title></seriesStmt></fileDesc><profileDesc><textClass><keywords scheme="KwdEn" xml:lang="en"><term>Aldehyde</term><term>Aldol condensation</term><term>Catalytic reaction</term><term>Henry reaction</term><term>Indium</term><term>Nitro compound</term><term>Powder</term><term>Stoichiometry</term><term>Zinc</term></keywords><keywords scheme="Pascal" xml:lang="fr"><term>Indium</term><term>Réaction catalytique</term><term>Aldéhyde</term><term>Zinc</term><term>Stoechiométrie</term><term>Poudre</term><term>Composé nitro</term><term>Aldolisation</term><term>Réaction de Henry</term></keywords><keywords scheme="Wicri" type="concept" xml:lang="fr"><term>Zinc</term></keywords></textClass></profileDesc></teiHeader><front><div type="abstract" xml:lang="en">An economical method to perform the addition of bromonitroalkanes to aldehydes using zinc in the presence of a catalytic amount of indium is established. This procedure affords the corresponding nitroalkanols in good yields and can be easily scaled up to preparative amounts. This indium-catalyzed Henry reaction performs better than the classic base-catalyzed reaction in terms of yields and substrate scope and avoids the use of stoichiometric amounts of the expensive indium powder.</div></front></TEI><inist><standard h6="B"><pA><fA01 i1="01" i2="1"><s0>0936-5214</s0></fA01><fA03 i2="1"><s0>Synlett : (Stuttg.)</s0></fA03><fA06><s2>6</s2></fA06><fA08 i1="01" i2="1" l="ENG"><s1>Indium-Catalyzed Henry-Type Reaction of Aldehydes with Bromonitroalkanes</s1></fA08><fA11 i1="01" i2="1"><s1>SOENGAS (Raquel G.)</s1></fA11><fA11 i1="02" i2="1"><s1>SILVA (Artur M. 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