Na2S-mediated synthesis of terminal alkynes from gem-dibromoalkenes
Literature Information
Publication Date
2017-11-14
DOI
10.1039/C7OB02431B
Impact Factor
3.876
Authors
Radhey M. Singh, Kishor Chandra Bharadwaj, Tanu Gupta, Raj Pal Singh
View Original
Abstract
The Na2S-mediated facile synthesis of terminal alkynes from gem-dibromoalkenes, at 20/40 °C under open flask conditions has been developed. Various precursors derived from heteroaromatic/aromatic/aliphatic aldehydes were found compatible. The reaction is proposed to proceed through the Fritsch–Buttenberg–Wiechell (FBW) rearrangement involving the corresponding vinyl carbene. Using mild reaction conditions with inexpensive Na2S·9H2O under air atmosphere has significant advantages over earlier routes.
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Source Journal
Organic & Biomolecular Chemistry
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