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Multicomponent reactions: A simple and efficient route to heterocyclic phosphonates

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ABSTRACT

Multicomponent reactions (MCRs) are one of the most important processes for the preparation of highly functionalized organic compounds in modern synthetic chemistry. As shown in this review, they play an important role in organophosphorus chemistry where phosphorus reagents are used as substrates for the synthesis of a wide range of phosphorylated heterocycles. In this article, an overview about multicomponent reactions used for the synthesis of heterocyclic compounds bearing a phosphonate group on the ring is given.

No MeSH data available.


Three-component stereoselective synthesis of 1,2-dihydroquinolin-2-ylphosphonates and 1,2-dihydroisoquinolin-1-ylphosphonates.
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C56: Three-component stereoselective synthesis of 1,2-dihydroquinolin-2-ylphosphonates and 1,2-dihydroisoquinolin-1-ylphosphonates.

Mentions: A solvent-free stereoselective synthesis of 1,2-dihydroquinolin-2-ylphosphonates 271 and 1,2-dihydroisoquinolin-1-ylphosphonates 272 via the three-component reactions of quinoline or isoquinoline, dialkyl acetylenedicarboxylates 269, and dialkyl phosphonates 270 has been described by Shaabani et al. (Scheme 56) [94]. The corresponding products 271 and 272 were isolated in 52–61% yields and their nOe analysis revealed the geometry of the alkene bonds to be E .


Multicomponent reactions: A simple and efficient route to heterocyclic phosphonates
Three-component stereoselective synthesis of 1,2-dihydroquinolin-2-ylphosphonates and 1,2-dihydroisoquinolin-1-ylphosphonates.
© Copyright Policy - Beilstein
Related In: Results  -  Collection

License 1 - License 2
Show All Figures
getmorefigures.php?uid=PMC4979670&req=5

C56: Three-component stereoselective synthesis of 1,2-dihydroquinolin-2-ylphosphonates and 1,2-dihydroisoquinolin-1-ylphosphonates.
Mentions: A solvent-free stereoselective synthesis of 1,2-dihydroquinolin-2-ylphosphonates 271 and 1,2-dihydroisoquinolin-1-ylphosphonates 272 via the three-component reactions of quinoline or isoquinoline, dialkyl acetylenedicarboxylates 269, and dialkyl phosphonates 270 has been described by Shaabani et al. (Scheme 56) [94]. The corresponding products 271 and 272 were isolated in 52–61% yields and their nOe analysis revealed the geometry of the alkene bonds to be E .

View Article: PubMed Central - HTML - PubMed

ABSTRACT

Multicomponent reactions (MCRs) are one of the most important processes for the preparation of highly functionalized organic compounds in modern synthetic chemistry. As shown in this review, they play an important role in organophosphorus chemistry where phosphorus reagents are used as substrates for the synthesis of a wide range of phosphorylated heterocycles. In this article, an overview about multicomponent reactions used for the synthesis of heterocyclic compounds bearing a phosphonate group on the ring is given.

No MeSH data available.