Synthesis of functionalized benzo[1,3]dioxin-4-ones from salicylic acid and acetylenic esters and their direct amidation

Direct synthesis of 4H-benzo[d][1,3]dioxin-4-one derivatives from salicylic acids and acetylenic esters (both mono- and disubstituted) has been described. The reaction is mediated by CuI and NaHCO(3) in acetonitrile. Room temperature amidation of the synthesized 1,3-benzodioxinones with primary amin...

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Autores principales: Bhaskaran, Rasmi P., Nayak, Kalinga H., Babu, Beneesh P.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2021
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9036891/
https://www.ncbi.nlm.nih.gov/pubmed/35481005
http://dx.doi.org/10.1039/d1ra05032j
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author Bhaskaran, Rasmi P.
Nayak, Kalinga H.
Babu, Beneesh P.
author_facet Bhaskaran, Rasmi P.
Nayak, Kalinga H.
Babu, Beneesh P.
author_sort Bhaskaran, Rasmi P.
collection PubMed
description Direct synthesis of 4H-benzo[d][1,3]dioxin-4-one derivatives from salicylic acids and acetylenic esters (both mono- and disubstituted) has been described. The reaction is mediated by CuI and NaHCO(3) in acetonitrile. Room temperature amidation of the synthesized 1,3-benzodioxinones with primary amines readily afforded the corresponding salicylamides in moderate to good yields.
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spelling pubmed-90368912022-04-26 Synthesis of functionalized benzo[1,3]dioxin-4-ones from salicylic acid and acetylenic esters and their direct amidation Bhaskaran, Rasmi P. Nayak, Kalinga H. Babu, Beneesh P. RSC Adv Chemistry Direct synthesis of 4H-benzo[d][1,3]dioxin-4-one derivatives from salicylic acids and acetylenic esters (both mono- and disubstituted) has been described. The reaction is mediated by CuI and NaHCO(3) in acetonitrile. Room temperature amidation of the synthesized 1,3-benzodioxinones with primary amines readily afforded the corresponding salicylamides in moderate to good yields. The Royal Society of Chemistry 2021-07-13 /pmc/articles/PMC9036891/ /pubmed/35481005 http://dx.doi.org/10.1039/d1ra05032j Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Bhaskaran, Rasmi P.
Nayak, Kalinga H.
Babu, Beneesh P.
Synthesis of functionalized benzo[1,3]dioxin-4-ones from salicylic acid and acetylenic esters and their direct amidation
title Synthesis of functionalized benzo[1,3]dioxin-4-ones from salicylic acid and acetylenic esters and their direct amidation
title_full Synthesis of functionalized benzo[1,3]dioxin-4-ones from salicylic acid and acetylenic esters and their direct amidation
title_fullStr Synthesis of functionalized benzo[1,3]dioxin-4-ones from salicylic acid and acetylenic esters and their direct amidation
title_full_unstemmed Synthesis of functionalized benzo[1,3]dioxin-4-ones from salicylic acid and acetylenic esters and their direct amidation
title_short Synthesis of functionalized benzo[1,3]dioxin-4-ones from salicylic acid and acetylenic esters and their direct amidation
title_sort synthesis of functionalized benzo[1,3]dioxin-4-ones from salicylic acid and acetylenic esters and their direct amidation
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9036891/
https://www.ncbi.nlm.nih.gov/pubmed/35481005
http://dx.doi.org/10.1039/d1ra05032j
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AT babubeneeshp synthesisoffunctionalizedbenzo13dioxin4onesfromsalicylicacidandacetylenicestersandtheirdirectamidation

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