α-Difluoromethyl pyrroles were found to be stable while N-protected with an electron-withdrawing group. Due to the propensity of pyrroles to access azafulvenium-like intermediates, the C-F bonds of an α-difluoromethyl substituent are labile under hydrolytic conditions. The presence of certain electron-withdrawing substituents about the pyrrolic ring can accelerate this process, as determined through a kinetic comparison of the deprotection and subsequent hydrolysis reactions of N-protected β-aryl α-difluoromethyl pyrroles.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1039/c6ob01441k | DOI Listing |
Publication Analysis
Top Keywords
α-difluoromethyl pyrroles
8
probing hydrolytic
4
hydrolytic reactivity
4
reactivity 2-difluoromethyl
4
pyrroles
4
2-difluoromethyl pyrroles
4
pyrroles α-difluoromethyl
4
pyrroles stable
4
stable n-protected
4
n-protected electron-withdrawing
4
Similar Publications
Want AI Summaries of new PubMed Abstracts delivered to your In-box?
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!