Regioselective cobalt(II)-catalyzed [2 + 3] cycloaddition reaction of fluoroalkylated alkynes with 2-formylphenylboronic acids: easy access to 2-fluoroalkylated indenols

[2 + 3] cycloaddition reactions of fluorinated alkynes with 2-formylphenylboronic acids under the influence of Co(acac)(2)·2H(2)O in two-component solvents of acetonitrile/2-propanol at reflux temperature for 18 h took place smoothly, affording the corresponding fluoroalkylated indenol derivatives i...

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Autores principales: Kumon, Tatsuya, Shimada, Miroku, Wu, Jianyan, Yamada, Shigeyuki, Konno, Tsutomu
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2020
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7476587/
https://www.ncbi.nlm.nih.gov/pubmed/32952733
http://dx.doi.org/10.3762/bjoc.16.184
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author Kumon, Tatsuya
Shimada, Miroku
Wu, Jianyan
Yamada, Shigeyuki
Konno, Tsutomu
author_facet Kumon, Tatsuya
Shimada, Miroku
Wu, Jianyan
Yamada, Shigeyuki
Konno, Tsutomu
author_sort Kumon, Tatsuya
collection PubMed
description [2 + 3] cycloaddition reactions of fluorinated alkynes with 2-formylphenylboronic acids under the influence of Co(acac)(2)·2H(2)O in two-component solvents of acetonitrile/2-propanol at reflux temperature for 18 h took place smoothly, affording the corresponding fluoroalkylated indenol derivatives in good yields. This reaction shows excellent regioselectivity, giving 2-fluoroalkylated indenols, together with a very small amount of 3-fluoroalkylated indanones as side products.
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spelling pubmed-74765872020-09-18 Regioselective cobalt(II)-catalyzed [2 + 3] cycloaddition reaction of fluoroalkylated alkynes with 2-formylphenylboronic acids: easy access to 2-fluoroalkylated indenols Kumon, Tatsuya Shimada, Miroku Wu, Jianyan Yamada, Shigeyuki Konno, Tsutomu Beilstein J Org Chem Full Research Paper [2 + 3] cycloaddition reactions of fluorinated alkynes with 2-formylphenylboronic acids under the influence of Co(acac)(2)·2H(2)O in two-component solvents of acetonitrile/2-propanol at reflux temperature for 18 h took place smoothly, affording the corresponding fluoroalkylated indenol derivatives in good yields. This reaction shows excellent regioselectivity, giving 2-fluoroalkylated indenols, together with a very small amount of 3-fluoroalkylated indanones as side products. Beilstein-Institut 2020-09-04 /pmc/articles/PMC7476587/ /pubmed/32952733 http://dx.doi.org/10.3762/bjoc.16.184 Text en Copyright © 2020, Kumon et al. https://creativecommons.org/licenses/by/4.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0). Please note that the reuse, redistribution and reproduction in particular requires that the authors and source are credited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Full Research Paper
Kumon, Tatsuya
Shimada, Miroku
Wu, Jianyan
Yamada, Shigeyuki
Konno, Tsutomu
Regioselective cobalt(II)-catalyzed [2 + 3] cycloaddition reaction of fluoroalkylated alkynes with 2-formylphenylboronic acids: easy access to 2-fluoroalkylated indenols
title Regioselective cobalt(II)-catalyzed [2 + 3] cycloaddition reaction of fluoroalkylated alkynes with 2-formylphenylboronic acids: easy access to 2-fluoroalkylated indenols
title_full Regioselective cobalt(II)-catalyzed [2 + 3] cycloaddition reaction of fluoroalkylated alkynes with 2-formylphenylboronic acids: easy access to 2-fluoroalkylated indenols
title_fullStr Regioselective cobalt(II)-catalyzed [2 + 3] cycloaddition reaction of fluoroalkylated alkynes with 2-formylphenylboronic acids: easy access to 2-fluoroalkylated indenols
title_full_unstemmed Regioselective cobalt(II)-catalyzed [2 + 3] cycloaddition reaction of fluoroalkylated alkynes with 2-formylphenylboronic acids: easy access to 2-fluoroalkylated indenols
title_short Regioselective cobalt(II)-catalyzed [2 + 3] cycloaddition reaction of fluoroalkylated alkynes with 2-formylphenylboronic acids: easy access to 2-fluoroalkylated indenols
title_sort regioselective cobalt(ii)-catalyzed [2 + 3] cycloaddition reaction of fluoroalkylated alkynes with 2-formylphenylboronic acids: easy access to 2-fluoroalkylated indenols
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7476587/
https://www.ncbi.nlm.nih.gov/pubmed/32952733
http://dx.doi.org/10.3762/bjoc.16.184
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