Journal
ORGANIC LETTERS
Volume 19, Issue 23, Pages 6436-6439Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b03339
Keywords
-
Categories
Funding
- JSPS [26248031]
- MEXT [15H05850]
- Grants-in-Aid for Scientific Research [15H05850, 26248031] Funding Source: KAKEN
Ask authors/readers for more resources
Tetrabutylammonium decatungstate (TBADT)-photocatalyzed C-H functionalization of alkylpyridines was investigated. Unlike alkylbenzene counterparts, alkylation of alpha-C-H bonds did not proceed for the reaction of 2- and 4-alkylpyridines and reluctantly proceeded for 3-alkylpyridines, which allow site-selective C(sp(3))-H functionalization at nonbenzylic positions. The observed nonbenzylic site selectivities are rationalized by the polar inductive effects of pyridyl groups in the S-H(2) transition states. Consecutive gamma-functionalization and alpha-bromofunctionalization were successfully carried out in selected cases.
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