Unknown

Dataset Information

0

Synthesis of warfarin analogs: conjugate addition reactions of alkenyl-substituted N-heterocycles with 4-hydroxycoumarin and related substrates.

ABSTRACT: We have developed a procedure for the Michael addition of 4-hydroxycoumarins to vinyl-substituted N-heterocycles. The chemistry is also suitable for thiocoumarins and quinolinones. A mechanism is proposed involving nucleophilic attack at the vinyl-group of the protonated N-heterocycle.

SUBMITTER: Goka B 

PROVIDER: S-EPMC9900474 | biostudies-literature | 2023 Jan

REPOSITORIES: biostudies-literature

Json Xml
altmetric image

Publications

Synthesis of warfarin analogs: conjugate addition reactions of alkenyl-substituted N-heterocycles with 4-hydroxycoumarin and related substrates.

Goka Benjamin B   Klumpp Douglas A DA  

RSC advances 20230101 7

We have developed a procedure for the Michael addition of 4-hydroxycoumarins to vinyl-substituted N-heterocycles. The chemistry is also suitable for thiocoumarins and quinolinones. A mechanism is proposed involving nucleophilic attack at the vinyl-group of the protonated N-heterocycle. ...[more]

Similar Datasets

Unknown Chiral binaphthol-catalyzed enantioselective conjugate addition of alkenyl trifluoroborate salts to alkenyl-substituted benzothiazoles.
| S-EPMC12435190 | biostudies-literature
Unknown Convergent Synthesis of Diverse Nitrogen Heterocycles via Rh(III)-Catalyzed C-H Conjugate Addition/Cyclization Reactions.
| S-EPMC4973575 | biostudies-literature
Unknown Diverse saturated heterocycles from a hydroacylation/conjugate addition cascade.
| S-EPMC8809418 | biostudies-literature
Unknown A mild catalytic system for radical conjugate addition of nitrogen heterocycles.
| S-EPMC5412691 | biostudies-literature
Unknown NHC-catalyzed reactions of aryloxyacetaldehydes: a domino elimination/conjugate addition/acylation process for the synthesis of substituted coumarins.
| S-EPMC2640423 | biostudies-literature
Unknown Direct, catalytic, and regioselective synthesis of 2-alkyl-, aryl-, and alkenyl-substituted N-heterocycles from N-oxides.
| S-EPMC4134923 | biostudies-literature
Unknown Alpha-olefins as alkenylmetal equivalents in catalytic conjugate addition reactions.
| S-EPMC3148186 | biostudies-literature
Unknown Chemosensor properties of 7-hydroxycoumarin substituted cyclotriphosphazenes.
| S-EPMC7751823 | biostudies-literature
Unknown Peptide-Catalyzed Stereoselective Conjugate Addition Reaction of Aldehydes to C-Substituted Maleimides.
| S-EPMC9306895 | biostudies-literature
Unknown Kinetic Resolution of β-Branched Aldehydes through Peptide-Catalyzed Conjugate Addition Reactions.
| S-EPMC11258695 | biostudies-literature