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Synthesis of alpha-tribromomethylamines via Mg-mediated addition of bromoform to imines

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Field Value
 
Title Synthesis of alpha-tribromomethylamines via Mg-mediated addition of bromoform to imines
 
Creator GOPI, E
NAMBOOTHIRI, INN
 
Subject BAYLIS-HILLMAN REACTION
TRIHALOGENOACETIC ACIDS
1-TRICHLOROMETHYL-1,2,3,4-TETRAHYDRO-BETA-CARBOLINE TACLO
ORGANOBROMINE COMPOUNDS
RADICAL HALOALKYLATION
TRIBROMOACETIC ACIDS
PRACTICAL SYNTHESIS
FACILE SYNTHESIS
DERIVATIVES
AMINES
 
Description Mg-mediated addition of bromoform to electron deficient imines such as N-sulfonylimines affords alpha-tribromomethylated N-sulfonylamines in good to excellent yields. The procedure could be further simplified by transforming the imine precursors, alpha-sulfonyl-N-tosyl- and Boc-amines, in one pot to the corresponding alpha-tribromomethyl derivatives. Facile removal of the Boc protecting group in nearly quantitative yield and a silver carbonate mediated monodebromination have also been demonstrated.
 
Publisher ROYAL SOC CHEMISTRY
 
Date 2014-12-28T12:11:08Z
2014-12-28T12:11:08Z
2014
 
Type Article
 
Identifier ORGANIC & BIOMOLECULAR CHEMISTRY, 12(17)2769-2777
1477-0520
1477-0539
http://dx.doi.org/10.1039/c4ob00259h
http://dspace.library.iitb.ac.in/jspui/handle/100/16456
 
Language English