Photocatalytic reductive radical-radical coupling of N,N′-cyclicazomethine imines with difluorobromo derivatives

被引：34

作者：

Xia, Peng-Ju ^{[1
]}

Ye, Zhi-Peng ^{[1
]}

Song, Dan ^{[1
]}

Ren, Ji-Wei ^{[1
]}

Wu, Han-Wen ^{[1
]}

Xiao, Jun-An ^{[3
]}

Xiang, Hao-Yue ^{[1
]}

Chen, Xiao-Qing ^{[1
,2
]}

Yang, Hua ^{[1
,2
]}

机构：

[1] Cent S Univ, Coll Chem & Chem Engn, Changsha 410083, Hunan, Peoples R China

[2] Cent S Univ, Key Lab Hunan Prov Water Environm & Agr Prod Safe, Changsha 410083, Hunan, Peoples R China

[3] Guangxi Teachers Educ Univ, Coll Chem & Mat Sci, Nanning 530001, Peoples R China

来源：

CHEMICAL COMMUNICATIONS | 2019年 / 55卷 / 18期

基金：

中国国家自然科学基金;

关键词：

AZOMETHINE IMINES; ASCORBIC-ACID; CYCLOADDITION; DIFLUOROALKYLATION; ARYLATION; HYDRAZONES; AGENTS;

D O I：

10.1039/c8cc09385g

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A visible-light-induced difluoroalkylation of N, N'-cyclicazomethine imine was successfully realized through a novel photoredox radicalradical cross-coupling reaction. This developed protocol exhibits high functional group tolerance and affords a variety of difluorinated 3-pyrazolidinone scaffolds. Extensive mechanistic investigations have been undertaken, well revealing the involvement of a reductive radical-radical coupling pathway.

引用

页码：2712 / 2715

页数：4

共 50 条

[31] Enantioconvergent photoredox radical-radical coupling catalyzed by a chiral-at-rhodium complex
Zijun Zhou
Xin Nie
Klaus Harms
Radostan Riedel
Lilu Zhang
Eric Meggers
Science China(Chemistry), 2019, 62 (11) : 1512 - 1518
[32] Photoredox-Catalyzed Alkene Amination: C(sp2)-H/N-H Radical-Radical Cross Dehydrogenative Coupling
Jin, Chen
Ning, Cailin
Sui, Yating
Zhang, Bingxin
Li, Xinxin
Pan, Ling
Liu, Qun
Li, Yifei
ORGANIC LETTERS, 2024, 26 (11) : 2326 - 2331
[33] Photoredox-Catalyzed Radical-Radical Coupling of Potassium Trifluoroborates with Acyl Azoliums
Rourke, Michael J.
McGill, Matthew J.
Yang, Daniel
Farnam, Emelia J.
Zhu, Joshua L.
Scheidt, Karl A.
SYNLETT, 2023, 34 (18) : 2175 - 2180
[34] Experimental and Theoretical Investigations of the Radical-Radical Reaction: N2H3 + NO2
Vaghjiani, Ghanshyam L.
Sun, Hongyan
Chambreau, Steven D.
JOURNAL OF PHYSICAL CHEMISTRY A, 2020, 124 (50): : 10434 - 10446
[35] Electro-oxidative C-H amination of heteroarenes with aniline derivatives via radical-radical cross coupling
Peng, Xichao
Zhao, Junhao
Ma, Guojian
Wu, Yan
Hu, Shiyu
Ruan, Zhixiong
Feng, Pengju
GREEN CHEMISTRY, 2021, 23 (22) : 8853 - 8858
[36] Enantioconvergent photoredox radical-radical coupling catalyzed by a chiral-at-rhodium complex
Zhou, Zijun
Nie, Xin
Harms, Klaus
Riedel, Radostan
Zhang, Lilu
Meggers, Eric
SCIENCE CHINA-CHEMISTRY, 2019, 62 (11) : 1512 - 1518
[37] Enantioconvergent photoredox radical-radical coupling catalyzed by a chiral-at-rhodium complex
Zijun Zhou
Xin Nie
Klaus Harms
Radostan Riedel
Lilu Zhang
Eric Meggers
Science China(Chemistry), 2019, (11) : 1512 - 1518
[38] Light-Driven Enantioselective Carbene-Catalyzed Radical-Radical Coupling
Byun, Seunghwan
Hwang, Meemie U.
Wise, Henry R.
Bay, Anna V.
Cheong, Paul H. -Y.
Scheidt, Karl A.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2023, 62 (49)
[39] Reactivity Tuning for Radical-Radical Cross-Coupling via Selective Photocatalytic Energy Transfer: Access to Amine Building Blocks
Soni, Vineet Kumar
Lee, Sumin
Kang, Jihee
Moon, Yu Kyung
Hwang, Ho Seong
You, Youngmin
Cho, Eun Jin
ACS CATALYSIS, 2019, 9 (11): : 10454 - 10463
[40] Visible-Light Radical-Radical Coupling vs. Radical Addition: Disentangling a Mechanistic Knot
Aguilar-Galindo, Fernando
Rodriguez, Ricardo, I
Mollari, Leonardo
Aleman, Jose
Diaz-Tendero, Sergio
CATALYSTS, 2021, 11 (08)

← 1 2 3 4 5 →