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- Title
C−H Bond Activation Relay (CHAR) of Proline Ester Derivatives Promoted by In Situ Triarylamine Radical Cation: Selective Synthesis of 4‐Bromopyrrole Derivatives.
- Authors
Ding, Han; Zhang, Shuwei; Sun, Zheng; Ma, Qiyuan; Li, Yuemei; Yuan, Yu; Jia, Xiaodong
- Abstract
Using the in situ generated triarylamine radical cation as an initiator, the sp3 C−H bond of proline esters was smoothly oxidized and brominated through C−H activation relay (CHAR), giving a series of 4‐bromopyrroles in good yields with high regioselectivity. The mechanistic study revealed that the oxidation of the active C−H bond initiated the followed 1,5‐HAT and bromination, which provides a new method to realize the functionalization of the remote C−H bond.
- Subjects
RADICAL cations; ESTER derivatives; CHAR; COMBUSTION; BONDS (Finance); PROLINE
- Publication
Chemistry - A European Journal, 2023, Vol 29, Issue 22, p1
- ISSN
0947-6539
- Publication type
Article
- DOI
10.1002/chem.202203654