Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 354, Issue 8, Pages 1437-1442Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201200110
Keywords
air; aqueous hydrazine; diimide; ferric chloride hexahydrate; olefins; reduction; selectivity
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Funding
- ARMREB, New-Delhi [ARMREB/EMCB/2009/111]
- Indian Institute of Science
- RL fine Chem
- CSIR, New-Delhi
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A chemoselective reduction of olefins and acetylenes is demonstrated by employing catalytic amounts of ferric chloride hexahydrate (FeCl3 center dot 6H(2)O) and aqueous hydrazine (NH2NH2 center dot H2O) as hydrogen source at room temperature. The reduction is chemoselective and tolerates a variety of reducible functional groups. Unlike other metal-catalysed reduction methods, the present method employs a minimum amount of aqueous hydrazine (1.5-2 equiv.). Also, the scope of this method is demonstrated in the synthesis of ibuprofen in aqueous medium.
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