Metal‐Free Decarboxylation of Alkynoic Acids for the Synthesis of Terminal Alkynes

Terminal alkynes were readily obtained via the reaction of alkynoic acids with N,N,N’,N’‐teramethylethylenediamine (TMEDA) in DMSO at 65 °C for 12 h. This method gave good yields and showed high functional group tolerance. In addition, deuterated terminal alkynes were formed in good yields when alky...

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Bibliographic Details
Published in:Asian journal of organic chemistry 2020-11, Vol.9 (11), p.1774-1777
Main Authors: Seo, Eunkyeong, Oh, Jonghoon, Lee, Sunwoo
Format: Article
Language:English
Subjects:
Alkynes
alkynoic aicd
Decarboxylation
Deuteration
Functional groups
metal-free conditions
Organic chemistry
terminal alkyne
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Summary:Terminal alkynes were readily obtained via the reaction of alkynoic acids with N,N,N’,N’‐teramethylethylenediamine (TMEDA) in DMSO at 65 °C for 12 h. This method gave good yields and showed high functional group tolerance. In addition, deuterated terminal alkynes were formed in good yields when alkynoic acids were treated with D2O prior to the reaction with TMEDA. In the presence of TMEDA, alkynoic acid derivatives afforded the corresponding terminal alkynes in good yields.
ISSN:2193-5807
2193-5815
DOI:10.1002/ajoc.202000363