Photoredox/palladium co-catalyzed propargylic benzylation with internal propargylic carbonates

2020 ◽  
Vol 56 (85) ◽  
pp. 12957-12960
Author(s):  
Zhao-Zhao Zhou ◽  
Rui-Qiang Jiao ◽  
Ke Yang ◽  
Xi-Meng Chen ◽  
Yong-Min Liang

The developed photo/palladium dual catalytic system provided a novel route to internal propargylic benzylation products. A radical coupling mechanism between the propargylic radical and benzyl radical was proposed.

Synlett ◽  
2018 ◽  
Vol 29 (12) ◽  
pp. 1634-1638 ◽  
Author(s):  
Xiaoqing Li ◽  
Xiangsheng Xu ◽  
Kun Chen ◽  
Yucai Tang ◽  
Huanhuan Zhu ◽  
...  

An unexpected regioselective I2/TBHP-mediated 1,2-iodo­oxygenation of alkenes with N-hydroxylamines is described. The reaction proceeds through a radical coupling mechanism or a iodonium mechanism, which is controlled by the structures of both N-hydroxylamines and alkenes, to form vicinal iodo-substituted N-alkoxyamines regioselectively. Both the iodo and alkoxyamine group of the resulting products offer rich possibilities of synthetic manipulations.


2021 ◽  
Author(s):  
MIng-Shang Liu ◽  
Lin Min ◽  
Bi-Hong Chen ◽  
Wei Shu

Direct functionalizations of two distinct inert C-H bonds represent the most ideal ways to construct C-C bonds. Herein, we report an intermolecular vinylation of aldehydes using alkenes as the vinylating reagents through sequential two-fold C-H functionalizations. The merging of visible light and NHC-catalysis allows for the direct coupling of alkenes with aldehydes through an unprecedented relay dual catalysis enabled cross-dehydrogenative coupling mechanism. The use of diphenoquinone is essential for the success of this reaction, which plays an intriguing two-fold role in the reaction, as both an electron acceptor as well as a radical reservoir for the radical coupling enabling C-C forming-process.


2021 ◽  
Author(s):  
MIng-Shang Liu ◽  
Lin Min ◽  
Bi-Hong Chen ◽  
Wei Shu

Direct functionalizations of two distinct inert C-H bonds represent the most ideal ways to construct C-C bonds. Herein, we report an intermolecular vinylation of aldehydes using alkenes as the vinylating reagents through sequential two-fold C-H functionalizations. The merging of visible light and NHC-catalysis allows for the direct coupling of alkenes with aldehydes through an unprecedented relay dual catalysis enabled cross-dehydrogenative coupling mechanism. The use of diphenoquinone is essential for the success of this reaction, which plays an intriguing two-fold role in the reaction, as both an electron acceptor as well as a radical reservoir for the radical coupling enabling C-C forming-process.


2016 ◽  
Vol 15 (3) ◽  
pp. 251-259
Author(s):  
Shreedhar Devkota ◽  
◽  
Jin Oh Jo ◽  
Dong Lyong Jang ◽  
Young Jin Hyun ◽  
...  

1971 ◽  
Vol 68 (1_Suppl) ◽  
pp. S223-S246 ◽  
Author(s):  
C. R. Wira ◽  
H. Rochefort ◽  
E. E. Baulieu

ABSTRACT The definition of a RECEPTOR* in terms of a receptive site, an executive site and a coupling mechanism, is followed by a general consideration of four binding criteria, which include hormone specificity, tissue specificity, high affinity and saturation, essential for distinguishing between specific and nonspecific binding. Experimental approaches are proposed for choosing an experimental system (either organized or soluble) and detecting the presence of protein binding sites. Techniques are then presented for evaluating the specific protein binding sites (receptors) in terms of the four criteria. This is followed by a brief consideration of how receptors may be located in cells and characterized when extracted. Finally various examples of oestrogen, androgen, progestagen, glucocorticoid and mineralocorticoid binding to their respective target tissues are presented, to illustrate how researchers have identified specific corticoid and mineralocorticoid binding in their respective target tissue receptors.


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