Synthesis of Polar Aromatic Substituted Terminal Alkynes from Propargyl Amine

A series of small molecules containing polar aromatic substituents and alkynes have been synthesized. One–pot preparations of polar aromatic molecules containing an alkynyl imine and alkynyl amide are reported. A one-pot preparation of a catechol containing an alkynyl amine was also attempted but in...

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Main Authors: Surya R. Banks, Kyung Min Yoo, Mark E. Welker
Format: Article
Language:English
Published: MDPI AG 2021-04-01
Series:Molbank
Subjects:
Online Access:https://www.mdpi.com/1422-8599/2021/2/M1206
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author Surya R. Banks
Kyung Min Yoo
Mark E. Welker
author_facet Surya R. Banks
Kyung Min Yoo
Mark E. Welker
author_sort Surya R. Banks
collection DOAJ
description A series of small molecules containing polar aromatic substituents and alkynes have been synthesized. One–pot preparations of polar aromatic molecules containing an alkynyl imine and alkynyl amide are reported. A one-pot preparation of a catechol containing an alkynyl amine was also attempted but in our hands it proved much better to synthesize this target molecule via a three step synthesis which we also report here.
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spelling doaj.art-03f7fbce7891491a84f154a105f3304a2023-11-21T17:08:21ZengMDPI AGMolbank1422-85992021-04-0120212M120610.3390/M1206Synthesis of Polar Aromatic Substituted Terminal Alkynes from Propargyl AmineSurya R. Banks0Kyung Min Yoo1Mark E. Welker2Department of Chemistry, Wake Forest University, Winston-Salem, NC 27101, USADepartment of Chemistry, Wake Forest University, Winston-Salem, NC 27101, USACenter for Functional Materials, Department of Chemistry, Wake Forest University, Winston-Salem, NC 27101, USAA series of small molecules containing polar aromatic substituents and alkynes have been synthesized. One–pot preparations of polar aromatic molecules containing an alkynyl imine and alkynyl amide are reported. A one-pot preparation of a catechol containing an alkynyl amine was also attempted but in our hands it proved much better to synthesize this target molecule via a three step synthesis which we also report here.https://www.mdpi.com/1422-8599/2021/2/M1206catecholalkynethiol-alkyne click reaction
spellingShingle Surya R. Banks
Kyung Min Yoo
Mark E. Welker
Synthesis of Polar Aromatic Substituted Terminal Alkynes from Propargyl Amine
Molbank
catechol
alkyne
thiol-alkyne click reaction
title Synthesis of Polar Aromatic Substituted Terminal Alkynes from Propargyl Amine
title_full Synthesis of Polar Aromatic Substituted Terminal Alkynes from Propargyl Amine
title_fullStr Synthesis of Polar Aromatic Substituted Terminal Alkynes from Propargyl Amine
title_full_unstemmed Synthesis of Polar Aromatic Substituted Terminal Alkynes from Propargyl Amine
title_short Synthesis of Polar Aromatic Substituted Terminal Alkynes from Propargyl Amine
title_sort synthesis of polar aromatic substituted terminal alkynes from propargyl amine
topic catechol
alkyne
thiol-alkyne click reaction
url https://www.mdpi.com/1422-8599/2021/2/M1206
work_keys_str_mv AT suryarbanks synthesisofpolararomaticsubstitutedterminalalkynesfrompropargylamine
AT kyungminyoo synthesisofpolararomaticsubstitutedterminalalkynesfrompropargylamine
AT markewelker synthesisofpolararomaticsubstitutedterminalalkynesfrompropargylamine