A rapid and efficient synthetic route to terminal arylacetylenes by tetrabutylammonium hydroxide- and methanol-catalyzed cleavage of 4-aryl-2-methyl-3-butyn-2-ols

Tetrabutylammonium hydroxide with methanol as an additive was found to be a highly active catalyst for the cleavage of 4-aryl-2-methyl-3-butyn-2-ols. The reaction was performed at 55–75 °C and gave terminal arylacetylenes in good to excellent yields within several minutes. Compared with the usual re...

Descripción completa

Detalles Bibliográficos
Autores principales: Li, Jie, Huang, Pengcheng
Formato: Texto
Lenguaje:English
Publicado: Beilstein-Institut 2011
Materias:
Letter
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3079113/
https://www.ncbi.nlm.nih.gov/pubmed/21512597
http://dx.doi.org/10.3762/bjoc.7.55
_version_ 1782202002664587264
author Li, Jie
Huang, Pengcheng
author_facet Li, Jie
Huang, Pengcheng
author_sort Li, Jie
collection PubMed
description Tetrabutylammonium hydroxide with methanol as an additive was found to be a highly active catalyst for the cleavage of 4-aryl-2-methyl-3-butyn-2-ols. The reaction was performed at 55–75 °C and gave terminal arylacetylenes in good to excellent yields within several minutes. Compared with the usual reaction conditions (normally >110 °C, several hours), this novel catalyst system can dramatically decrease the reaction time under much milder conditions.
format Text
id pubmed-3079113
institution National Center for Biotechnology Information
language English
publishDate 2011
publisher Beilstein-Institut
record_format MEDLINE/PubMed
spelling pubmed-30791132011-04-21 A rapid and efficient synthetic route to terminal arylacetylenes by tetrabutylammonium hydroxide- and methanol-catalyzed cleavage of 4-aryl-2-methyl-3-butyn-2-ols Li, Jie Huang, Pengcheng Beilstein J Org Chem Letter Tetrabutylammonium hydroxide with methanol as an additive was found to be a highly active catalyst for the cleavage of 4-aryl-2-methyl-3-butyn-2-ols. The reaction was performed at 55–75 °C and gave terminal arylacetylenes in good to excellent yields within several minutes. Compared with the usual reaction conditions (normally >110 °C, several hours), this novel catalyst system can dramatically decrease the reaction time under much milder conditions. Beilstein-Institut 2011-04-13 /pmc/articles/PMC3079113/ /pubmed/21512597 http://dx.doi.org/10.3762/bjoc.7.55 Text en Copyright © 2011, Li and Huang https://creativecommons.org/licenses/by/2.0https://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/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Letter
Li, Jie
Huang, Pengcheng
A rapid and efficient synthetic route to terminal arylacetylenes by tetrabutylammonium hydroxide- and methanol-catalyzed cleavage of 4-aryl-2-methyl-3-butyn-2-ols
title A rapid and efficient synthetic route to terminal arylacetylenes by tetrabutylammonium hydroxide- and methanol-catalyzed cleavage of 4-aryl-2-methyl-3-butyn-2-ols
title_full A rapid and efficient synthetic route to terminal arylacetylenes by tetrabutylammonium hydroxide- and methanol-catalyzed cleavage of 4-aryl-2-methyl-3-butyn-2-ols
title_fullStr A rapid and efficient synthetic route to terminal arylacetylenes by tetrabutylammonium hydroxide- and methanol-catalyzed cleavage of 4-aryl-2-methyl-3-butyn-2-ols
title_full_unstemmed A rapid and efficient synthetic route to terminal arylacetylenes by tetrabutylammonium hydroxide- and methanol-catalyzed cleavage of 4-aryl-2-methyl-3-butyn-2-ols
title_short A rapid and efficient synthetic route to terminal arylacetylenes by tetrabutylammonium hydroxide- and methanol-catalyzed cleavage of 4-aryl-2-methyl-3-butyn-2-ols
title_sort rapid and efficient synthetic route to terminal arylacetylenes by tetrabutylammonium hydroxide- and methanol-catalyzed cleavage of 4-aryl-2-methyl-3-butyn-2-ols
topic Letter
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3079113/
https://www.ncbi.nlm.nih.gov/pubmed/21512597
http://dx.doi.org/10.3762/bjoc.7.55
work_keys_str_mv AT lijie arapidandefficientsyntheticroutetoterminalarylacetylenesbytetrabutylammoniumhydroxideandmethanolcatalyzedcleavageof4aryl2methyl3butyn2ols
AT huangpengcheng arapidandefficientsyntheticroutetoterminalarylacetylenesbytetrabutylammoniumhydroxideandmethanolcatalyzedcleavageof4aryl2methyl3butyn2ols
AT lijie rapidandefficientsyntheticroutetoterminalarylacetylenesbytetrabutylammoniumhydroxideandmethanolcatalyzedcleavageof4aryl2methyl3butyn2ols
AT huangpengcheng rapidandefficientsyntheticroutetoterminalarylacetylenesbytetrabutylammoniumhydroxideandmethanolcatalyzedcleavageof4aryl2methyl3butyn2ols

Ejemplares similares