학술논문

Selective C(sp3)−H Functionalization of Alkyl Esters with N‐/S‐/O‐Nucleophiles Using Perfluoroalkyl Iodide as Oxidant.
Document Type
Article
Source
Advanced Synthesis & Catalysis. 8/19/2020, Vol. 362 Issue 16, p3388-3394. 7p.
Subject
*ESTERS
*IODIDES
*ALKYL group
*OXIDIZING agents
*AMIDES
*FLUOROALKYL compounds
Language
ISSN
1615-4150
Abstract
An efficient transition metal‐free approach to achieve the selective cleavage of the α‐carbonyl C(sp3)−H bond in alkyl esters by using inexpensive, low‐toxic, and insensitive perfluoroalkyl iodide as the radical initiator has been developed. A variety of enamides, N‐heterocycles, amides, thiophenols, and phenols could be successfully incorporated into functionalized alkyl groups by intermolecular amination, thioetherification, and etherification. The distinguishing features of this CDC reaction are its broad substrate scope, synthetic simplicity, and mild reaction conditions. [ABSTRACT FROM AUTHOR]