Journal
ORGANIC LETTERS
Volume 17, Issue 11, Pages 2808-2811Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.5b01219
Keywords
-
Categories
Funding
- U.S. Department of Energy, Office of Science, Basic Energy Sciences, Materials Sciences and Engineering Division [DE-AC02-76SF00515]
- Alexander von Humboldt Foundation
Ask authors/readers for more resources
The fluoride-assisted ethynylation of ketones and aldehydes is described using commercially available calcium carbide with typically 5 mol % of TBAF center dot 3H(2)O as the catalyst in DMSO. Activation of calcium carbide by fluoride is thought to generate an acetylide ate-complex that readily adds to carbonyl groups. Aliphatic aldehydes and ketones generally provide high yields, whereas aromatic carbonyls afford propargylic alcohols with moderate to good yields. The use of calcium carbide as a safe acetylide ion source along with economic amounts of TBAF center dot 3H(2)O make this procedure a cheap and operationally simple method for the preparation of propargylic alcohols.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available