Energy transfer-driven regioselective synthesis of functionalized phenanthridines by visible-light Ir photocatalysis

2020 ◽  
Vol 7 (10) ◽  
pp. 1243-1248 ◽  
Author(s):  
Yuki Matsushita ◽  
Rika Ochi ◽  
Yuya Tanaka ◽  
Takashi Koike ◽  
Munetaka Akita

A photocatalytic strategy for selective synthesis of 2-substituted phenanthridines from N-iminylpyridinium salts has been developed.

2021 ◽  
Author(s):  
Yuxiu Li ◽  
Xiangqian Li ◽  
Xiaowei Li ◽  
Dayong Shi

Highly E-selective synthesis of α-fluoro-β-arylalkenyl sulfides: regioselective synthesis of α-fluoro-β-arylalkenyl sulfides has been established with gem-difluoroalkenes and sodium arysulfinates via visible-light-induced deoxygenation of S–O bonds and isomerization of alkenes. Moreover, the strategy is also applied in the late-stage modification of complex natural products and drugs.


2019 ◽  
Author(s):  
Tuhin Patra ◽  
Satobhisha Mukherjee ◽  
Jiajia Ma ◽  
Felix Strieth-Kalthoff ◽  
Frank Glorius

<sub>A general strategy to access both aryl and alkyl radicals by photosensitized decarboxylation of the corresponding carboxylic acids esters has been developed. An energy transfer mediated homolysis of unsymmetrical sigma-bonds for a concerted fragmentation/decarboxylation process is involved. As a result, an independent aryl/alkyl radical generation step enables a series of key C-X and C-C bond forming reactions by simply changing the radical trapping agent.</sub>


2014 ◽  
Vol 115 (22) ◽  
pp. 224308 ◽  
Author(s):  
Lei Yang ◽  
Jiazhang Dong ◽  
Zhongcheng Jiang ◽  
Anlian Pan ◽  
Xiujuan Zhuang

2018 ◽  
Vol 20 (21) ◽  
pp. 6808-6811 ◽  
Author(s):  
Chao Zhou ◽  
Tao Lei ◽  
Xiang-Zhu Wei ◽  
Zan Liu ◽  
Bin Chen ◽  
...  

2020 ◽  
Author(s):  
Katie Rykaczewski ◽  
Corinna Schindler

<div> <p>One of the most efficient ways to synthesize oxetanes is the light-enabled [2+2] cycloaddition reaction of carbonyls and alkenes, referred to as the Paternò-Büchi reaction. The reaction conditions for this transformation typically require the use of high energy UV light to excite the carbonyl, limiting the applications, safety, and scalability. We herein report the development of a visible light-mediated Paternò-Büchi reaction protocol that relies on triplet energy transfer from an iridium-based photocatalyst to the carbonyl substrates. This mode of activation is demonstrated for a variety of aryl glyoxylates and negates the need for both, visible light-absorbing carbonyl starting materials or UV light to enable access to a variety of functionalized oxetanes in up to 99% yield.</p> </div> <br>


2019 ◽  
Vol 21 (11) ◽  
pp. 4365-4369 ◽  
Author(s):  
Theodor Peez ◽  
Veronika Schmalz ◽  
Klaus Harms ◽  
Ulrich Koert

2019 ◽  
Vol 141 (35) ◽  
pp. 13941-13947 ◽  
Author(s):  
Wen-Qiang Liu ◽  
Tao Lei ◽  
Shuai Zhou ◽  
Xiu-Long Yang ◽  
Jian Li ◽  
...  

Synlett ◽  
2017 ◽  
Vol 28 (13) ◽  
pp. 1558-1563 ◽  
Author(s):  
Aiwen Lei ◽  
Atul Singh ◽  
Hong Yi ◽  
Guoting Zhang ◽  
Changliang Bian ◽  
...  

We have developed a photoinduced oxidative cross-coupling of thiophenols with alcohols for O–S bond formation. The protocol uses visible light, a metal-free photocatalyst, and oxygen as the oxidant for the selective synthesis of alkyl benzenesulfonates; no ligand co-additive is necessary. Mechanistic studies suggested that the disulfide and alkyl benzenesulfinate are involved as intermediates and that the transformation proceeds by a radical pathway.


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