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Synthesis 2015; 47(02): 263-271
DOI: 10.1055/s-0034-1379207
DOI: 10.1055/s-0034-1379207
paper
Catalyst- and Solvent-Free Stereoselective Addition of Secondary Phosphine Chalcogenides to Alkynes
Further Information
Publication History
Received: 23 July 2014
Accepted after revision: 03 September 2014
Publication Date:
23 October 2014 (online)
Abstract
The addition of secondary phosphine sulfides and selenides to alkynes proceeds readily (80 °C, 5–13 h) without catalysts or solvents to afford regio- and stereoselectively anti-Markovnikov adducts as tertiary alkenylphosphine chalcogenides of Z-configuration, in 60–94% yield.
Key words
addition reactions - alkynes - green chemistry - phosphine chalcogenides - regioselectivitySupporting Information
- for this article is available online at http://www.thieme-connect.com/products/ejournals/journal/ 10.1055/s-00000084. Included are copies of NMR spectra and details of the DFT computations.
- Supporting Information
-
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