Dialkyl 1-alkynylphosphonates: A range of promising reagents

Bogdan Iorga; Frédéric Eymery; Duncan Carmichael; Philippe Savignac

doi:10.1002/1099-0690(200009)2000:18<3103::AID-EJOC3103>3.0.CO;2-V

Dialkyl 1-alkynylphosphonates: A range of promising reagents

Bogdan Iorga
, Frédéric Eymery
, Duncan Carmichael
, Philippe Savignac

CNRS

Research output: Contribution to journal › Short survey › peer-review

Abstract

This review covers the preparations of 1-alkynylphosphonates by Michaelis - Arbuzov and Michaelis - Becker reactions, by nucleophilic substitutions at phosphorus (SNP(V)), and by elimination from 1-alkenylphosphonates. The reactivity and versatility of 1-alkynylphosphonates have made them valuable precursors for other phosphonates, and particularly for the synthesis of heterocycles by [2+2], [3+2], and [4+2] cyclo-addition reactions.

Original language	English
Pages (from-to)	3103-3115
Number of pages	13
Journal	European Journal of Organic Chemistry
Issue number	18
DOIs	https://doi.org/10.1002/1099-0690(200009)2000:18<3103::AID-EJOC3103>3.0.CO;2-V
Publication status	Published - 1 Jan 2000
Externally published	Yes

Keywords

1-Alkynylphosphonates
Cycloadditions
Dehalogenation
Eliminations
Hydration
Re ductions
S(N)P(V)

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10.1002/1099-0690(200009)2000:18<3103::AID-EJOC3103>3.0.CO;2-V

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title = "Dialkyl 1-alkynylphosphonates: A range of promising reagents",

abstract = "This review covers the preparations of 1-alkynylphosphonates by Michaelis - Arbuzov and Michaelis - Becker reactions, by nucleophilic substitutions at phosphorus (SNP(V)), and by elimination from 1-alkenylphosphonates. The reactivity and versatility of 1-alkynylphosphonates have made them valuable precursors for other phosphonates, and particularly for the synthesis of heterocycles by [2+2], [3+2], and [4+2] cyclo-addition reactions.",

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year = "2000",

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doi = "10.1002/1099-0690(200009)2000:18<3103::AID-EJOC3103>3.0.CO;2-V",

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journal = "European Journal of Organic Chemistry",

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T1 - Dialkyl 1-alkynylphosphonates

T2 - A range of promising reagents

AU - Iorga, Bogdan

AU - Eymery, Frédéric

AU - Carmichael, Duncan

AU - Savignac, Philippe

PY - 2000/1/1

Y1 - 2000/1/1

N2 - This review covers the preparations of 1-alkynylphosphonates by Michaelis - Arbuzov and Michaelis - Becker reactions, by nucleophilic substitutions at phosphorus (SNP(V)), and by elimination from 1-alkenylphosphonates. The reactivity and versatility of 1-alkynylphosphonates have made them valuable precursors for other phosphonates, and particularly for the synthesis of heterocycles by [2+2], [3+2], and [4+2] cyclo-addition reactions.

AB - This review covers the preparations of 1-alkynylphosphonates by Michaelis - Arbuzov and Michaelis - Becker reactions, by nucleophilic substitutions at phosphorus (SNP(V)), and by elimination from 1-alkenylphosphonates. The reactivity and versatility of 1-alkynylphosphonates have made them valuable precursors for other phosphonates, and particularly for the synthesis of heterocycles by [2+2], [3+2], and [4+2] cyclo-addition reactions.

KW - 1-Alkynylphosphonates

KW - Cycloadditions

KW - Dehalogenation

KW - Eliminations

KW - Hydration

KW - Re ductions

KW - S(N)P(V)

UR - https://www.scopus.com/pages/publications/0033804309

U2 - 10.1002/1099-0690(200009)2000:18<3103::AID-EJOC3103>3.0.CO;2-V

DO - 10.1002/1099-0690(200009)2000:18<3103::AID-EJOC3103>3.0.CO;2-V

M3 - Short survey

AN - SCOPUS:0033804309

SN - 1434-193X

SP - 3103

EP - 3115

JO - European Journal of Organic Chemistry

JF - European Journal of Organic Chemistry

IS - 18

ER -

Dialkyl 1-alkynylphosphonates: A range of promising reagents

Abstract

Keywords

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