Journal
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY
Volume 8, Issue -, Pages 1630-1636Publisher
BEILSTEIN-INSTITUT
DOI: 10.3762/bjoc.8.186
Keywords
catalysis; coumarins; heterocycles; mechanisms; organocatalysis; phosphanes
Categories
Funding
- Deutsche Forschungsgemeinschaft [SPP 1179]
Ask authors/readers for more resources
(E)-Alkyl ortho-hydroxycinnamates cyclize to coumarins at elevated temperatures of 140-250 degrees C. We find that the use of tri-n-butylphosphane (20 mol %) as a nucleophilic organocatalyst in MeOH solution allows cyclization to take place under much milder conditions (60-70 degrees C). Several coumarins were prepared, starting from ortho-hydroxyarylaldehydes, by Wittig reaction with Ph3P=CHCO2Me to (E)-methyl ortho-hydroxycinnamates, followed by the phosphane catalyzed cyclization.
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