Manganese-Catalyzed α-Alkylation of Ketones, Esters, and Amides Using Alcohols

[Image: see text] Herein we report the manganese-catalyzed C–C bond-forming reactions via α-alkylation of ketones, amides, and esters, using primary alcohols. β-Alkylation of secondary alcohols by primary alcohols to obtain α-alkylated ketones is also reported. The reactions are catalyzed by a ((i)P...

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Autores principales: Chakraborty, Subrata, Daw, Prosenjit, Ben David, Yehoshoa, Milstein, David
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2018
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6466737/
https://www.ncbi.nlm.nih.gov/pubmed/31007965
http://dx.doi.org/10.1021/acscatal.8b03720
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author Chakraborty, Subrata
Daw, Prosenjit
Ben David, Yehoshoa
Milstein, David
author_facet Chakraborty, Subrata
Daw, Prosenjit
Ben David, Yehoshoa
Milstein, David
author_sort Chakraborty, Subrata
collection PubMed
description [Image: see text] Herein we report the manganese-catalyzed C–C bond-forming reactions via α-alkylation of ketones, amides, and esters, using primary alcohols. β-Alkylation of secondary alcohols by primary alcohols to obtain α-alkylated ketones is also reported. The reactions are catalyzed by a ((i)Pr-PNP)Mn(H)(CO)(2) pincer complex under mild conditions in the presence of (catalytic) base liberating water (and H(2) in the case of secondary alcohol alkylation) as the sole byproduct.
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spelling pubmed-64667372019-04-17 Manganese-Catalyzed α-Alkylation of Ketones, Esters, and Amides Using Alcohols Chakraborty, Subrata Daw, Prosenjit Ben David, Yehoshoa Milstein, David ACS Catal [Image: see text] Herein we report the manganese-catalyzed C–C bond-forming reactions via α-alkylation of ketones, amides, and esters, using primary alcohols. β-Alkylation of secondary alcohols by primary alcohols to obtain α-alkylated ketones is also reported. The reactions are catalyzed by a ((i)Pr-PNP)Mn(H)(CO)(2) pincer complex under mild conditions in the presence of (catalytic) base liberating water (and H(2) in the case of secondary alcohol alkylation) as the sole byproduct. American Chemical Society 2018-10-02 2018-11-02 /pmc/articles/PMC6466737/ /pubmed/31007965 http://dx.doi.org/10.1021/acscatal.8b03720 Text en Copyright © 2018 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes.
spellingShingle Chakraborty, Subrata
Daw, Prosenjit
Ben David, Yehoshoa
Milstein, David
Manganese-Catalyzed α-Alkylation of Ketones, Esters, and Amides Using Alcohols
title Manganese-Catalyzed α-Alkylation of Ketones, Esters, and Amides Using Alcohols
title_full Manganese-Catalyzed α-Alkylation of Ketones, Esters, and Amides Using Alcohols
title_fullStr Manganese-Catalyzed α-Alkylation of Ketones, Esters, and Amides Using Alcohols
title_full_unstemmed Manganese-Catalyzed α-Alkylation of Ketones, Esters, and Amides Using Alcohols
title_short Manganese-Catalyzed α-Alkylation of Ketones, Esters, and Amides Using Alcohols
title_sort manganese-catalyzed α-alkylation of ketones, esters, and amides using alcohols
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6466737/
https://www.ncbi.nlm.nih.gov/pubmed/31007965
http://dx.doi.org/10.1021/acscatal.8b03720
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AT bendavidyehoshoa manganesecatalyzedaalkylationofketonesestersandamidesusingalcohols
AT milsteindavid manganesecatalyzedaalkylationofketonesestersandamidesusingalcohols

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