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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.


Synthesis of indole bisphosphonates through a modified Kabachnik–Fields reaction.
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C29: Synthesis of indole bisphosphonates through a modified Kabachnik–Fields reaction.

Mentions: 2.2.9 Heterocyclic bisphosphonates: A modified Kabachnik–Fields reaction of the substituted amine 135 with triethyl orthoformate followed by reaction with sodium diethylphosphite afforded bisphosphonate intermediate 136 that was converted to the heterocyclic bisphosphonate 137 through an intramolecular cyclization (Scheme 29) [55]. The sequenced reaction of the amine with triethyl orthoformate followed by the addition of sodium diethylphosphite dissolved in toluene considerably increased the yields of bisphosphonates.


Multicomponent reactions: A simple and efficient route to heterocyclic phosphonates
Synthesis of indole bisphosphonates through a modified Kabachnik–Fields reaction.
© Copyright Policy - Beilstein
Related In: Results  -  Collection

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

C29: Synthesis of indole bisphosphonates through a modified Kabachnik–Fields reaction.
Mentions: 2.2.9 Heterocyclic bisphosphonates: A modified Kabachnik–Fields reaction of the substituted amine 135 with triethyl orthoformate followed by reaction with sodium diethylphosphite afforded bisphosphonate intermediate 136 that was converted to the heterocyclic bisphosphonate 137 through an intramolecular cyclization (Scheme 29) [55]. The sequenced reaction of the amine with triethyl orthoformate followed by the addition of sodium diethylphosphite dissolved in toluene considerably increased the yields of bisphosphonates.

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.