Diels-Alder reactions of halogenated masked o-benzoquinones: synthesis of halogen-substituted bicyclo[2.2.2]octenones
Intermolecular Diels-Alder reactions of 4-halo masked o-benzoquinones generated from hypervalent iodine-mediated oxidation of 4-halo-2-methoxyphenols, with electron-deficient dienophiles-methyl acrylate, methyl methacrylate and methyl vinyl ketone-leading
Metal-free direct: C -arylation of 1,3-dicarbonyl compounds and ethyl cyanoacetate: A platform to access diverse arrays of meta -functionalized phenols
A base mediated, highly convenient strategy for the direct C-arylation of 1,3-dicarbonyls and cyanoacetate with various phenol derivatives as aryl partners is presented. The present work excels in forming a C-C bond at the meta-position of the phenols, which is traditionally challenging to functionalize. This protocol further leads the way to have scalable, straightforward access to phenol assimilated heterocycles which have powerful applications both in synthetic chemistry and medicinal research.
Taneja, Neha,Peddinti, Rama Krishna
supporting information
p. 11423 - 11426
(2018/10/20)
Lewis Acid Mediated [3+2] Coupling of Masked Benzoquinones with Styrenes: Facile Synthesis of 2,3-Dihydrobenzofurans
We have developed an efficient, simple, mild, and rapid method for the construction of dihydrobenzofuran derivatives by the [3+2] coupling of masked o-benzoquinones with styrene derivatives triggered by boron trifluoride diethyl etherate. This new [3+2] coupling protocol proceeds smoothly to afford dihydrobenzofuran derivatives in good to high yields within one minute. The method was extended to cycloaddition of p-benzoquinone monoketal with styrenes.
Catalyst-Free Sulfonylation of 2-Methoxyphenols: Facile One-Pot Synthesis of (Arylsulfonyl)catechols in Aqueous Media
A new water-assisted carbon–sulfur bond-formation strategy is described for direct access to highly valuable (arylsulfonyl)catechols. This scalable transformation is remarkable, as a tandem dearomatization/sulfonylation and hydroxylation process enabled t
Taneja, Neha,Peddinti, Rama Krishna
p. 5306 - 5314
(2017/09/29)
Diels-Alder reactions of 4-halo masked o-benzoquinones. Experimental and theoretical investigations
The studies on [4 + 2] cycloaddition of 4-halo derivatives of 6,6-dimethoxycyclohexa-2,4-dienones known as orthoquinone monoketals/masked o-benzoquinones are described. The 4-fluoro, 4-chloro- and 4-iodo-masked o-benzoquinones were stable enough for their
Diels-Alder reaction of 4-halogenated masked o-benzoquinones with electron-rich dienophiles
Inverse-electron-demand Diels-Alder reaction of masked o-benzoquinones (MOBs) ensuing from the corresponding 4-halo-2-methoxyphenols with styrene, dihydrofuran and ethyl vinyl ether, butyl vinyl ether, phenyl vinyl sulfide and vinyl acetate to afford the
Surasani, Seshi Reddy,Peddinti, Rama Krishna
experimental part
p. 4615 - 4618
(2011/10/01)
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