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Palladium-Catalyzed Synthesis of 2,3-Disubstituted Benzofurans: An Approach Towards the Synthesis of Deuterium Labeled Compounds

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Title Palladium-Catalyzed Synthesis of 2,3-Disubstituted Benzofurans: An Approach Towards the Synthesis of Deuterium Labeled Compounds
 
Creator AGASTI, S
MAITY, S
SZABO, KJ
MAITI, D
 
Subject UNACTIVATED INTERNAL ALKYNES
ONE-POT SYNTHESIS
OXIDATIVE CYCLIZATION
FUNCTIONALIZED BENZOFURANS
DOMINO PROCESS
PHENOLS
HETEROCYCLES
ARYL
DERIVATIVES
ANNULATION
benzofurans
C-H activation
deuterium
palladium
synthetic methods
 
Description Palladium-catalyzed oxidative annulations between phenols and alkenylcarboxylic acids produced a library of benzofuran compounds. Depending on the nature of the substitution of the phenol precursor, either 2,3-dialkylbenzofurans or 2-alkyl-3-methylene-2,3-dihydrobenzofurans can be synthesized with excellent regioselectivity. Reactions between conjugated 5-phenylpenta-2,4-dienoic acids and phenol gave 3-alkylidenedihydrobenzofuran alkaloid motifs while biologically active 7-arylbenzofuran derivatives were prepared by starting from 2-phenylphenols. More interestingly, selective incorporation of deuterium from D2O has been discovered, which offers an attractive one-step method to access deuterated compounds.
 
Publisher WILEY-V C H VERLAG GMBH
 
Date 2016-01-14T10:20:20Z
2016-01-14T10:20:20Z
2015
 
Type Article
 
Identifier ADVANCED SYNTHESIS & CATALYSIS, 357(10SI)2331-2338
1615-4150
1615-4169
http://dx.doi.org/10.1002/adsc.201500308
http://dspace.library.iitb.ac.in/jspui/handle/100/17355
 
Language en