Oxone-Promoted Cyclization/Hydrolysis of 1,5-Enenitriles Initiated via Direct C(sp3)–H Oxidative Functionalization: Access to Pyrrolidine-2,4-diones
Author:
Lei Ke-Wei1,
Liu Hongxin2,
Wei Wen-Ting1,
Guan Yu-Tao1,
Li Jiao-Zhe1,
Cai Xue-Er1,
Hu Sen-Jie1,
Zhang Jun-Hao1
Affiliation:
1. School of Materials Science and Chemical Engineering, Ningbo University
2. College of Chemistry and Materials Engineering, Wenzhou University
Abstract
AbstractA novel method for assembling pyrrolidine-2,4-diones from 1,5-enenitriles and acetone/acetonitrile via a cyclization/hydrolysis has been established under metal-catalyst- and base-free conditions, with Oxone as a green oxidant and H2O as an additive at 90–110 ℃. This strategy is highlighted by cyclization/hydrolysis of alkyl cyanides, achieving direct C(sp3)–H oxidative functionalization, and giving full conversion of the substrates with excellent functional group compatibility.
Funder
the Fundamental Research Funds for the Provincial Universities of Zhejiang
Publisher
Georg Thieme Verlag KG
Subject
Organic Chemistry