Desymmetrizing Hantzsch pyridines via promoter-free benzylic C-H functionalization
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چکیده
منابع مشابه
Oxidative functionalization of benzylic C–H bonds by DDQw
C–H activation of the methyl group of toluene and related ArCH3 derivatives by 2,3-dichloro-4,5-dicyano-1,4-benzoquinone (DDQ) gives insertion products, ArCH2O[C6Cl2(CN)2]OH via a rate-determining hydride abstraction by DDQ. The resulting benzylic ether can undergo reactions with phosphines to give benzylic phosphonium salts (Wittig reagents) and with phosphites to give phosphonate esters (Horn...
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SYNTHESIS 2011, No. 20, pp 3209–3219xx.xx.2011 Advanced online publication: 07.09.2011 DOI: 10.1055/s-0030-1260212; Art ID: E69311SS © Georg Thieme Verlag Stuttgart · New York Abstract: The direct functionalization of pyridine and related azine derivatives through carbon–carbon bond-forming reactions is reviewed. Various transformations that use a variety of transitionmetal catalysts are covere...
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A copper-catalyzed alpha-functionalization of glycine derivatives and short peptides with nucleophiles is described. The present method provides ways to introduce functionalities such as aryl, vinyl, alkynyl, or indolyl specifically to the terminal glycine moieties of small peptides, which are normally difficult in peptide modifications. Furthermore, on functionalization, the configurations of ...
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The enantioselective intermolecular sp(3) C-H functionalization at the allylic and benzylic positions was achieved using rhodium-catalyzed reactions with 4-phenyl-N-(methanesulfonyl)-1,2,3-triazole. The optimum dirhodium tetracarboxylate catalyst for these reactions was Rh2(S-NTTL)4. The rhodium-bound α-imino carbene intermediates preferentially reacted with tertiary over primary C-H bonds in g...
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Aryl aldehyde activation: Oxidative activation of 2-methylindole-3-carboxaldehyde (I) through N-heterocyclic carbene (NHC) organocatalysis generates heterocyclic ortho-quinodimethane (II) as a key intermediate. This intermediate then undergoes formal [4+2] cycloaddition with trifluoromethyl ketones or isatins to form polycyclic lactones containing a quaternary carbon center.
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ژورنال
عنوان ژورنال: Arkivoc
سال: 2020
ISSN: 1551-7012
DOI: 10.24820/ark.5550190.p011.115