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Cyanothioacetamide: a polyfunctional reagent with broad synthetic utility

Vladimir Danilovich Dyachenko 1, 2
Vladimir Danilovich Dyachenko
, 
Ivan V Dyachenko 2
Ivan V Dyachenko
, 
Valentin Georgievich Nenajdenko 3
Valentin Georgievich Nenajdenko
1 Kostroma State University
2 Lugansk Taras Shevchenko National University
3 Lomonosov Moscow State University, Faculty of Chemistry
10.1070/RCR4760
Published 30 November 2017
Review , RCR4760, Volume 87, Issue 1, 1-27
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Dyachenko V. D., Dyachenko I. V., Nenajdenko V. G. Cyanothioacetamide: a polyfunctional reagent with broad synthetic utility // Russian Chemical Reviews. 2017. Vol. 87. No. 1. pp. 1-27.
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Dyachenko V. D., Dyachenko I. V., Nenajdenko V. G. Cyanothioacetamide: a polyfunctional reagent with broad synthetic utility // Russian Chemical Reviews. 2017. Vol. 87. No. 1. pp. 1-27.
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TY - JOUR
DO - 10.1070/RCR4760
UR - https://rcr.colab.ws/publications/10.1070/RCR4760
TI - Cyanothioacetamide: a polyfunctional reagent with broad synthetic utility
T2 - Russian Chemical Reviews
AU - Dyachenko, Vladimir Danilovich
AU - Dyachenko, Ivan V
AU - Nenajdenko, Valentin Georgievich
PY - 2017
DA - 2017/11/30
PB - ANO Editorial Board of the journal Uspekhi Khimii
SP - 1-27
IS - 1
VL - 87
ER -
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@article{2017_Dyachenko,
author = {Vladimir Danilovich Dyachenko and Ivan V Dyachenko and Valentin Georgievich Nenajdenko},
title = {Cyanothioacetamide: a polyfunctional reagent with broad synthetic utility},
journal = {Russian Chemical Reviews},
year = {2017},
volume = {87},
publisher = {ANO Editorial Board of the journal Uspekhi Khimii},
month = {Nov},
url = {https://rcr.colab.ws/publications/10.1070/RCR4760},
number = {1},
pages = {1--27},
doi = {10.1070/RCR4760}
}
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Dyachenko, Vladimir Danilovich, et al. “Cyanothioacetamide: a polyfunctional reagent with broad synthetic utility.” Russian Chemical Reviews, vol. 87, no. 1, Nov. 2017, pp. 1-27. https://rcr.colab.ws/publications/10.1070/RCR4760.
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Abstract

The review integrates and analyzes the published data on the chemical reactivity of $\alpha$-cyanothioacetamide, a convenient starting compound for the preparation of activated alkenes, functionally substituted pyrans, thiopyrans, pyridines, thiophenes, pyrroles, quinolines, isoquinolines, pyrimidines, thienopyrroles, pyrazolopyridines, pyridothienopyrimidines and pyrimidothienodiazines. The relatively small $\alpha$-cyanothioacetamide molecule has several reaction centres. Nucleophilic reactions of the methylene group are covered most extensively, including the Thorpe reaction; reactions with diazonium salts, azides, iso(thio)cyanates and nitroso compounds; nucleopilic substitution; Knoevenagel condensation; Michael reaction; and multicomponent syntheses. Separate parts of the review are devoted to nucleophilic reactions involving the thiocarbonyl and amino groups and electrophilic reactions involving thiocarbonyl and nitrile groups. The focus is on the publications of the last 15 years.

The bibliography includes 350 references.

Funders

Russian Foundation for Basic Research
17-53-45068 ИНД_а

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