Javascript must be enabled to continue!
Palladium Catalyzed Annulation of Morita‐Baylis‐Hillman Adducts: Synthesis of Indene and Indanone Derivatives
View through CrossRef
Abstract
Concise and efficient methods for the syntheses of functionalized Indene and Indanone derivatives from Morita‐Baylis Hillman (MBH) alcohols
via
Palladium catalyzed annulations are described. The formation and nature of the product was based on the MBH adduct used and the reaction conditions established after detailed optimization studies. The reaction of Baylis‐Hillman alcohols (
1
a
–
m
) in presence of Pd(OAc)
2
(5 mol %), P(o‐Tol)
3
(20 mol %)
,
AgOAc (1 eq.) and Na
2
CO
3
(2 eq.) in Dioxane at 120 °C under Nitrogen atmosphere provided substituted indenes (
2
a
–
m
) in good to excellent yields. While, Indanone derivatives (
4
a
–
f
) are obtained from
o
‐halo substituted MBH adducts (
3
a
–
l
) when subjected to reaction with Pd(OAc)
2
(3 mol %) and K
3
PO
4
(2.5 eq.) in DMA at 140 °C in the absence of any ligand or additive.
Title: Palladium Catalyzed Annulation of Morita‐Baylis‐Hillman Adducts: Synthesis of Indene and Indanone Derivatives
Description:
Abstract
Concise and efficient methods for the syntheses of functionalized Indene and Indanone derivatives from Morita‐Baylis Hillman (MBH) alcohols
via
Palladium catalyzed annulations are described.
The formation and nature of the product was based on the MBH adduct used and the reaction conditions established after detailed optimization studies.
The reaction of Baylis‐Hillman alcohols (
1
a
–
m
) in presence of Pd(OAc)
2
(5 mol %), P(o‐Tol)
3
(20 mol %)
,
AgOAc (1 eq.
) and Na
2
CO
3
(2 eq.
) in Dioxane at 120 °C under Nitrogen atmosphere provided substituted indenes (
2
a
–
m
) in good to excellent yields.
While, Indanone derivatives (
4
a
–
f
) are obtained from
o
‐halo substituted MBH adducts (
3
a
–
l
) when subjected to reaction with Pd(OAc)
2
(3 mol %) and K
3
PO
4
(2.
5 eq.
) in DMA at 140 °C in the absence of any ligand or additive.
Related Results
Biological Activities of Morita-Baylis-Hillman Adducts (MBHA)
Biological Activities of Morita-Baylis-Hillman Adducts (MBHA)
Background:
The Morita-Baylis-Hillman reaction (MBHR) is considered one of the most
powerful and versatile methodologies used for carbon-carbon bond formation. The reaction is defi...
Baylis‐Hillman Reaction
Baylis‐Hillman Reaction
AbstractThe Baylis‐Hillman reaction is a three‐component reaction involving the coupling of the α‐position of activated alkenes with carbon electrophiles (i.e., aldehydes) under th...
Enantioselective, Organocatalytic Morita-Baylis-Hillman and Aza-Morita-Baylis-Hillman Reactions: Stereochemical Issues
Enantioselective, Organocatalytic Morita-Baylis-Hillman and Aza-Morita-Baylis-Hillman Reactions: Stereochemical Issues
Conscious of the importance that stereochemical issues may have on the design of efficient organocatalyts for both Morita-Baylis-Hillman and aza-Morita-Baylis-Hillman reaction we h...
Catalytic Systems for the Morita–Baylis–Hillman Reaction
Catalytic Systems for the Morita–Baylis–Hillman Reaction
A remarkable number of effective catalysts have been identified and developed for Morita-Baylis-Hillman reaction and its asymmetric version. This Chapter will discuss achiral or ch...
Bioactive Molecules via Morita–Baylis–Hillman Chemistry
Bioactive Molecules via Morita–Baylis–Hillman Chemistry
AbstractMorita–Baylis–Hillman (MBH) chemistry was applied to the synthesis of a variety of new chemical entities and their bioactivity was evaluated. Various substances synthesized...
Energetic and Structural Studies of Two Biomass-Derived Compounds: 6- and 7-hydroxy-1-indanones
Energetic and Structural Studies of Two Biomass-Derived Compounds: 6- and 7-hydroxy-1-indanones
The energetic study of 6-hydroxy-1-indanone and 7-hydroxy-1-indanone was performed using experimental techniques and computational calculations. The enthalpies of combustion and su...
Chemical Synthesis of Substituted Naphthalene Derivatives: A Review
Chemical Synthesis of Substituted Naphthalene Derivatives: A Review
AbstractThis review outlines progress in the synthesis of substituted naphthalene derivatives. Naphthalene and its derivatives exhibit various biological activities such as anti-in...
Isolation, characterization and semi-synthesis of natural products dimeric amide alkaloids
Isolation, characterization and semi-synthesis of natural products dimeric amide alkaloids
Isolation, characterization of natural products dimeric amide alkaloids from roots of the Piper chaba Hunter. The synthesis of these products using intermolecular [4+2] cycloaddit...

