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Monoallylation and benzylation of dicarbonyl compounds with alcohols catalysed by a cationic cobalt(iii) compound

Monoallylation and monoalkylation of diketones and β-keto esters with allylic and benzylic alcohols catalysed by [Cp*Co(CH(3)CN)(3)][SbF(6)](2) (I) are reported. The method does not require any additive and affords regioselective products. The mechanistic investigations were done by in situ(1)H NMR...

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Autores principales: Chandra Sau, Mohan, Mandal, Smita, Bhattacharjee, Manish
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8695336/
https://www.ncbi.nlm.nih.gov/pubmed/35423451
http://dx.doi.org/10.1039/d0ra09778k
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author Chandra Sau, Mohan
Mandal, Smita
Bhattacharjee, Manish
author_facet Chandra Sau, Mohan
Mandal, Smita
Bhattacharjee, Manish
author_sort Chandra Sau, Mohan
collection PubMed
description Monoallylation and monoalkylation of diketones and β-keto esters with allylic and benzylic alcohols catalysed by [Cp*Co(CH(3)CN)(3)][SbF(6)](2) (I) are reported. The method does not require any additive and affords regioselective products. The mechanistic investigations were done by in situ(1)H NMR spectroscopy as well as control experiments. It has been shown that reactions proceed via η(3)-allyl complex formation or ally ether intermediate. The alkylation takes place via only ether intermediate. The resulting allylated and alkylated products have been used for the synthesis of eleven new trisubstituted pyrazoles and one pyrazolone.
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spelling pubmed-86953362022-04-13 Monoallylation and benzylation of dicarbonyl compounds with alcohols catalysed by a cationic cobalt(iii) compound Chandra Sau, Mohan Mandal, Smita Bhattacharjee, Manish RSC Adv Chemistry Monoallylation and monoalkylation of diketones and β-keto esters with allylic and benzylic alcohols catalysed by [Cp*Co(CH(3)CN)(3)][SbF(6)](2) (I) are reported. The method does not require any additive and affords regioselective products. The mechanistic investigations were done by in situ(1)H NMR spectroscopy as well as control experiments. It has been shown that reactions proceed via η(3)-allyl complex formation or ally ether intermediate. The alkylation takes place via only ether intermediate. The resulting allylated and alkylated products have been used for the synthesis of eleven new trisubstituted pyrazoles and one pyrazolone. The Royal Society of Chemistry 2021-03-01 /pmc/articles/PMC8695336/ /pubmed/35423451 http://dx.doi.org/10.1039/d0ra09778k Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Chandra Sau, Mohan
Mandal, Smita
Bhattacharjee, Manish
Monoallylation and benzylation of dicarbonyl compounds with alcohols catalysed by a cationic cobalt(iii) compound
title Monoallylation and benzylation of dicarbonyl compounds with alcohols catalysed by a cationic cobalt(iii) compound
title_full Monoallylation and benzylation of dicarbonyl compounds with alcohols catalysed by a cationic cobalt(iii) compound
title_fullStr Monoallylation and benzylation of dicarbonyl compounds with alcohols catalysed by a cationic cobalt(iii) compound
title_full_unstemmed Monoallylation and benzylation of dicarbonyl compounds with alcohols catalysed by a cationic cobalt(iii) compound
title_short Monoallylation and benzylation of dicarbonyl compounds with alcohols catalysed by a cationic cobalt(iii) compound
title_sort monoallylation and benzylation of dicarbonyl compounds with alcohols catalysed by a cationic cobalt(iii) compound
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8695336/
https://www.ncbi.nlm.nih.gov/pubmed/35423451
http://dx.doi.org/10.1039/d0ra09778k
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