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The Kabachnik–Fields reaction: synthetic potential and the problem of the mechanism

Rafael Askhatovich Cherkasov 1
Rafael Askhatovich Cherkasov
, 
Vladimir Ivanovich Galkin 1
Vladimir Ivanovich Galkin
1 Kazan State University
Published 30 November 1997
Communication , Volume 67, Issue 10, 857-882
247
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Cherkasov R. A., Galkin V. I. The Kabachnik–Fields reaction: synthetic potential and the problem of the mechanism // Russian Chemical Reviews. 1998. Vol. 67. No. 10. pp. 857-882.
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Cherkasov R. A., Galkin V. I. The Kabachnik–Fields reaction: synthetic potential and the problem of the mechanism // Russian Chemical Reviews. 1998. Vol. 67. No. 10. pp. 857-882.
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TY - JOUR
DO - 10.1070/RC1998v067n10ABEH000421
UR - https://rcr.colab.ws/publications/10.1070/RC1998v067n10ABEH000421
TI - The Kabachnik–Fields reaction: synthetic potential and the problem of the mechanism
T2 - Russian Chemical Reviews
AU - Cherkasov, Rafael Askhatovich
AU - Galkin, Vladimir Ivanovich
PY - 1998
DA - 1997/11/30
PB - ANO Editorial Board of the journal Uspekhi Khimii
SP - 857-882
IS - 10
VL - 67
ER -
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@article{1998_Cherkasov,
author = {Rafael Askhatovich Cherkasov and Vladimir Ivanovich Galkin},
title = {The Kabachnik–Fields reaction: synthetic potential and the problem of the mechanism},
journal = {Russian Chemical Reviews},
year = {1998},
volume = {67},
publisher = {ANO Editorial Board of the journal Uspekhi Khimii},
month = {Nov},
url = {https://rcr.colab.ws/publications/10.1070/RC1998v067n10ABEH000421},
number = {10},
pages = {857--882},
doi = {10.1070/RC1998v067n10ABEH000421}
}
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Cherkasov, Rafael Askhatovich, and Vladimir Ivanovich Galkin. “The Kabachnik–Fields reaction: synthetic potential and the problem of the mechanism.” Russian Chemical Reviews, vol. 67, no. 10, Nov. 1998, pp. 857-882. https://rcr.colab.ws/publications/10.1070/RC1998v067n10ABEH000421.
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Abstract

The published data of the last decade concerning the mechanism of the Kabachnik–Fields reaction and its significance for the chemistry of organophosphorus compounds as a method for the synthesis of α-amino phosphonates and their numerous functionally substituted derivatives and analogues, such as phosphinates and phosphine oxides, are generalised and systematised. The review discusses the classical version of the Kabachnik–Fields reaction, its modifications with the use of phosphorus chlorides, neutral esters and inorganic phosphorus acids, as well as chemical processes simulating separate steps of the reaction, viz., hydrophosphorylation of imines and amination of α-hydroxy phosphonates. Data on the practical application of α-amino phosphonates are presented. The bibliography includes 253 references.

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