Synthesis of Fully Functionalized 3-Bromoazaspiro[4.5]trienones through Ugi Four-Component Reaction (Ugi-4CR) followed by ipso-Bromocyclization
نویسندگان
چکیده
منابع مشابه
Diversity oriented and chemoenzymatic synthesis of densely functionalized pyrrolidines through a highly diastereoselective Ugi multicomponent reaction.
A highly diastereoselective Ugi reaction involving a chiral cyclic imine, two enantiomerically pure isocyanides and various carboxylic acids was employed for the synthesis of polyfunctionalized pyrrolidines. Both chiral substrates have been efficiently prepared by chemoenzymatic methodologies from readily available achiral substrates. This highly convergent approach can find an application in t...
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Ammonia and selenoaldehydes are both problematic components in Ugi reactions. Here we report the efficient direct multicomponent synthesis of sensitive selenocysteine peptides without the use of convertible (protected) primary amines, including suitable deprotection protocols for selenols.
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BACKGROUND Small polyfunctionalized heterocyclic compounds play important roles in the drug discovery process and in the isolation and structural identification of biological macromolecules. It is expected that ready access to diverse sets of heterocycles can not only help improving the known biological and pharmacokinetic properties of drugs, but also assist the discovery of molecules that exh...
متن کاملAmmonia-Promoted One-Pot Tetrazolopiperidinone Synthesis by Ugi Reaction
Ammonia in the tetrazole Ugi variation together with α-amino acid methyl ester-derived isocyanides provides tetrazolopiperidinones in good to high yields in one pot. The scope and limitations of this reaction were investigated by performing >70 reactions. The scaffold is useful to fill high-throughput screening decks and in structure-based drug design.
متن کاملTwo-Step Macrocycle Synthesis by Classical Ugi Reaction
The direct nonpeptidic macrocycle synthesis of α-isocyano-ω-amines via the classical Ugi four-component reaction (U-4CR) is introduced. Herein an efficient and flexible two-step procedure to complex macrocycles is reported. In the first step, the reaction between unprotected diamines and isocyanocarboxylic acids gives high diversity of unprecedented building blocks in high yield. In the next st...
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ژورنال
عنوان ژورنال: SynOpen
سال: 2018
ISSN: 2509-9396
DOI: 10.1055/s-0037-1610205