Synthesis of (E)-nitroolefins via decarboxylative nitration using t-butylnitrite (t-BuONO) and TEMPO
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Title |
Synthesis of (E)-nitroolefins via decarboxylative nitration using t-butylnitrite (t-BuONO) and TEMPO
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Creator |
MANNA, S
JANA, S SABOO, T MAJI, A MAITI, D |
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Subject |
ARYLBORONIC ACIDS
NITROOLEFINS NITROALKENES ALKENES OLEFINS NITROSTYRENES HYDROGENATION NITROARENES DERIVATIVES CONVENIENT |
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Description |
Nitroolefins are usually synthesized using the Henry reaction. Here we report an alternative metal-free decarboxylative nitration protocol for the preparation of the nitroolefins from alpha,beta-unsaturated carboxylic acids using t-butylnitrite (t-BuONO) and TEMPO. alpha,beta-Unsaturated carboxylic acids bearing beta-aromatic and beta-heteroaromatic substituents gave (E)-nitroolefins exclusively under mild conditions. A radical based pathway has been proposed for this decarboxylative nitration reaction.
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Publisher |
ROYAL SOC CHEMISTRY
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Date |
2014-10-15T16:39:41Z
2014-10-15T16:39:41Z 2013 |
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Type |
Article
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Identifier |
CHEMICAL COMMUNICATIONS, 49(46)5286-5288
http://dx.doi.org/10.1039/c3cc41576g http://dspace.library.iitb.ac.in/jspui/handle/100/15232 |
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Language |
en
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