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Synthesis 2014; 46(15): 2057-2064
DOI: 10.1055/s-0033-1338622
DOI: 10.1055/s-0033-1338622
paper
Decarboxylative Hydroamination of 3-Arylpropiolic Acids with N-Heterocycles under Transition-Metal-Free Conditions
Further Information
Publication History
Received: 28 February 2014
Accepted after revision: 25 March 2014
Publication Date:
23 April 2014 (online)
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Abstract
A decarboxylative hydroamination cascade reaction of 3-arylpropiolic acids with N-heterocycles under transition-metal-free conditions was developed. 3-Arylpropiolic acids were found to react smoothly with a range of N-heterocycles under the effect of t-BuOK to afford N-vinyl heterocycles in moderate to excellent yields. This reaction represents the first decarboxylative hydroamination of 3-arylpropiolic acids without the aid of a transition-metal catalyst.
Key words
alkynes - decarboxylation - hydroamination - N-vinyl heterocycle - potassium tert-butoxideSupporting Information
- for this article is available online at http://www.thieme-connect.com/ejournals/toc/synthesis.
- Supporting Information
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For selected reviews, see:
For sp–sp3 bond formation, see:
For sp–sp2 bond formation, see:
For sp–sp bond formation, see:
For sp–heteroatom bond formation, see:
For recent developments in cross-coupling reactions under transition-metal-free conditions, see: