Cu(TFA)2-Catalyzed Oxidative Tandem Cyclization/1,2-Alkyl Migration of Enamino Amides for Synthesis of Pyrrolin-4-ones

被引：60

作者：

Zhang, Zhi-Jing ^{[1
]}

Ren, Zhi-Hui ^{[1
]}

Wang, Yao-Yu ^{[1
]}

Guan, Zheng-Hui ^{[1
]}

机构：

[1] NW Univ Xian, Key Lab Synthet & Nat Funct Mol Chem, Minist Educ, Dept Chem & Mat Sci, Xian 710069, Peoples R China

来源：

ORGANIC LETTERS | 2013年 / 15卷 / 18期

基金：

中国国家自然科学基金;

关键词：

CATALYZED TANDEM; POLYSUBSTITUTED PYRROLES; SUBSTITUTED PYRROLIN-4-ONES; SEMIPINACOL REARRANGEMENT; EFFICIENT SYNTHESIS; BOND FORMATION; NH-PYRROLES; C-N; CASCADE; ALKYNES;

D O I：

10.1021/ol4022222

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel Cu(TFA)(2)-catalyzed oxidative tandem cyclization/1,2-alkyl migration of readily available enamino amides for the synthesis of pyrrolin-4-ones has been developed. The reaction tolerates a wide range of functional groups and is a reliable method for the rapid synthesis of substituted pyrrolin-4-ones in high yields under mild conditions.

引用

页码：4822 / 4825

页数：4

共 4 条

[1] Tandem annulation and 1,2-alkyl migration reactions of α-bromo-b-oxoamides and amines: Access to polysubstituted pyrrolin-4-ones
Wang, Yu
Zhang, Rui
Li, Jiacheng
Rao, Chitturi Bhujanga
Ye, Xuebei
Dong, Dewen
TETRAHEDRON, 2022, 111
[2] TBHP/TBAI-Mediated Oxidative Cascade Reaction Consisting of Dimerization, Cyclization, and 1,2-Aryl Migration: Metal-Free Synthesis of Pyrrolin-4-ones and Highly Substituted Pyrroles
Zhao, Xiaoyuan
Zhang, Yong
Deng, Jun
Zhang-Negrerie, Daisy
Du, Yunfei
JOURNAL OF ORGANIC CHEMISTRY, 2017, 82 (23) : 12682 - 12690
[3] Cu(OAc)2-Catalyzed Tandem Blaise/Pinner-Type Reaction for One-Pot Synthesis of Pyrimidin-4-ones
Chun, Yu Sung
Kim, Ju Hyun
Choi, Suh Young
Ko, Young Ok
Lee, Sang-gi
ORGANIC LETTERS, 2012, 14 (24) : 6358 - 6361
[4] Synthesis of Pyrano[2,3-b ]indol-4-ones Fused with Medium-Sized Rings: A Base-Induced C-C σ-Bond Insertion and Subsequent I 2 -Mediated 1,2-Acyl Migration/Cyclization Reaction
Wang, Yan
Wang, Zongkang
Fei, Nana
He, Peng
Kong, Lingkai
Li, Yanzhong
SYNLETT, 2025,

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