ID 113060
Author
Kusaka, Ryo Tokushima University
Keywords
Ritter reaction
Bismuth
Lewis acids
Organic solvent free process
Catalyst
Content Type
Journal Article
Description
We developed an environmentally benign Ritter reaction of alcohols with nitriles using a commercially available bismuth salt as a less harmful catalyst. The detailed reaction profiles revealed that consumption of the ether by-product as the reaction proceeded was the key for optimizing this reaction, and the yield of the target amide was improved by adding a small amount of water. This finding clearly reveals the significance of using a bismuth salt as the catalyst, as it is not deactivated in the presence of water. This catalyst system has a broad substrate scope, and even with 1 mol% of the catalyst, the reaction progresses smoothly. It is also possible to react stoichiometric amounts of nitriles and alcohols, thus reducing the amount of organic solvent required for the reaction. Furthermore, as the inexpensive bismuth catalyst can be easily removed using aqueous hydrochloric acid, a purification process that only required washing and drying without any organic solvents was successfully established.
Journal Title
European Journal of Organic Chemistry
ISSN
1434193X
10990690
NCID
AA1118165X
AA11619885
Publisher
WILEY‐VCH
Volume
2019
Issue
8
Start Page
1796
End Page
1800
Published Date
2019-01-09
Remark
This is the pre-peer reviewed version of the following article: Ueno, M. , Kusaka, R. , Ohmura, S. D. and Miyoshi, N. (2019), Environmentally Benign Ritter Reaction Using Bismuth Salts as a Catalyst. Eur. J. Org. Chem., 2019: 1796-1800, which has been published in final form at https://doi.org/10.1002/ejoc.201801882. This article may be used for non-commercial purposes in accordance with Wiley-VCH Terms and Conditions for Self-Archiving.
Accepted versionは2020-02-03以降公開予定
EDB ID
DOI (Published Version)
URL ( Publisher's Version )
FullText File
language
eng
TextVersion
Author
departments
Science and Technology