NHC-Catalyzed Radical Tandem Cyclization/Coupling Reaction for the Synthesis of 2-Pyrrolidinone Derivatives

被引：3

作者：

Zhou, Nengneng ^{[1
]}

Wang, Lei ^{[1
]}

Zhao, Fangli ^{[1
]}

Gao, Xiang ^{[1
]}

Zhao, Xiaowei ^{[1
]}

Zhang, Man ^{[1
,2
]}

机构：

[1] Anhui Normal Univ, Coll Chem & Mat Sci, Key Lab Functionalized Mol Solids, Anhui Key Lab Mol Based Mat,Minist Educ, Wuhu 241000, Anhui, Peoples R China

[2] Anhui Normal Univ, Sch Phys & Elect Informat, Wuhu 241000, Anhui, Peoples R China

来源：

ASIAN JOURNAL OF ORGANIC CHEMISTRY | 2023年 / 12卷 / 09期

基金：

中国国家自然科学基金;

关键词：

metal-free; NHC-catalyzed; 2-pyrrolidinons; radical coupling; tandem radical cyclization; EFFICIENT SYNTHESIS; GAMMA-LACTAMS; CARBENE; AMINODIFLUOROALKYLATION; ALKENES;

D O I：

10.1002/ajoc.202300334

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel strategy for synthesizing structurally diverse 2-pyrrolidinons by a NHC-catalyzed tandem radical cyclization process has been developed. This reaction proceeds through a radical coupling approach, which not only shows broad substrate scope with excellent functional group compatibility but also is quite compatible with the secondary and tertiary radicals. By using this protocol, various potentially bioactive 2-pyrrolidinons were facilely synthesized.

引用

页数：5

共 50 条

[1] Synthesis of 2-pyrrolidinone derivatives via N-heterocyclic carbene catalyzed radical tandem cyclization/coupling reactions
Yin, Huiping
Huang, Tianjiao
Shi, Bai
Cao, Wei
Yu, Chenxia
Li, Tuanjie
Zhang, Kai
Yao, Changsheng
ORGANIC CHEMISTRY FRONTIERS, 2023, 10 (11) : 2695 - 2700
[2] NHC-Catalyzed Regioselective Intramolecular Radical Cyclization Reaction for the Synthesis of Benzazepine Derivatives
Zhou, Nengneng
Zhao, Fangli
Wang, Lei
Gao, Xiang
Zhao, Xiaowei
Zhang, Man
ORGANIC LETTERS, 2023, 25 (32) : 6072 - 6076
[3] NHC-Catalyzed Tandem Reaction: A Strategy for the Synthesis of 2-Pyrrolidinone-Functionalized Phenanthridines
Zhou, Nengneng
Wang, Lei
Zhao, Fangli
Gao, Xiang
Zhao, Xiaowei
Zhang, Man
JOURNAL OF ORGANIC CHEMISTRY, 2023, 88 (23): : 16556 - 16565
[4] NHC catalyzed radical tandem cyclization: an efficient synthesis of α,α-difluoro-γ-lactam derivatives
Huang, Tianjiao
Yin, Huiping
Li, Tuanjie
Yu, Chenxia
Zhang, Kai
Yao, Changsheng
ORGANIC & BIOMOLECULAR CHEMISTRY, 2024, 22 (34) : 6988 - 6998
[5] NHC-catalyzed oxidative cyclization reaction for the synthesis of 3-substituted phthalides
Youn, So Won
Song, Hyoung Sub
Park, Jong Hyub
ORGANIC & BIOMOLECULAR CHEMISTRY, 2014, 12 (15) : 2388 - 2393
[6] Highly Enantioselective Synthesis of α-Amino Acid Derivatives by an NHC-Catalyzed Intermolecular Stetter Reaction
Jousseaume, Thierry
Wurz, Nathalie E.
Glorius, Frank
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (06) : 1410 - 1414
[7] Highly enantioselective synthesis of α-amino acid derivatives by an NHC-catalyzed intermolecular Stetter reaction
Wurz, Nathalie E.
Jousseaume, Thierry
Schedler, Michael
Glorius, Frank
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2012, 243
[8] Diastereoselective congested [3-amido ketone synthesis via NHC-catalyzed radical-radical coupling
Sato, Yukiya
Miyamoto, Yusuke
Matsui, Takanori
Sumida, Yuto
Ohmiya, Hirohisa
CHEM CATALYSIS, 2023, 3 (09):
[9] γ-Difluoroalkylation: Synthesis of γ-Difluoroalkyl-α,β-Unsaturated Esters via Photoredox NHC-Catalyzed Radical Reaction
Dai, Lei
Xu, Yuan-Yuan
Xia, Zi-Hao
Ye, Song
ORGANIC LETTERS, 2020, 22 (20) : 8173 - 8177
[10] NHC-catalyzed [12+2] reaction of polycyclic arylaldehydes for access to indole derivatives
Ji, Hong
Zou, Juan
Mou, Chengli
Liu, Yonggui
Ren, Shi-Chao
Chi, Yonggui Robin
CHEMICAL COMMUNICATIONS, 2023, 59 (42) : 6351 - 6354

← 1 2 3 4 5 →