Selenium-promoted electrophilic cyclization of arylpropiolamides: synthesis of 3-organoselenyl spiro[4,5]trienones

2020 ◽  
Vol 18 (18) ◽  
pp. 3544-3551
Author(s):  
Ana Maria S. Recchi ◽  
Pedro H. P. Rosa ◽  
Davi F. Back ◽  
Gilson Zeni

A synthetic approach to regioselective synthesis of 3-organochalcogenyl spiro[4,5]trienones and 3-organochalcogenyl[4,5]triene-2,6-diones is described through the reaction of arylpropiolamides with an electrophilic chalcogen source.

1996 ◽  
Vol 19 (5) ◽  
pp. 432-434 ◽  
Author(s):  
Won-Hun Ham ◽  
Kee-Soo Kim ◽  
Young-Hoon Jung ◽  
Tae-Heung Cho ◽  
Seong-Hoon Cho ◽  
...  

2014 ◽  
Vol 12 (47) ◽  
pp. 9514-9518 ◽  
Author(s):  
Yu Zhu ◽  
Xin-Rui Shen ◽  
Hai-Tao Tang ◽  
Min Lin ◽  
Zhuang-Ping Zhan

A regioselective efficient synthetic approach to N-imino-γ-carbolinium ylides via AgOTf-catalyzed iminoannulation from indole derivatives and propargylic alcohols has been developed.


2021 ◽  
Vol 8 (1) ◽  
pp. 10-17
Author(s):  
Yannik Appiarius ◽  
Tim Stauch ◽  
Enno Lork ◽  
Pascal Rusch ◽  
Nadja C. Bigall ◽  
...  

A synthetic approach towards boron-nitrogen substituted polycyclic aromatic hydrocarbons (BN-PAHs) via electrophilic cyclization is described and it is shown that the variation of the rings' connectivity may tune the emission wavelengths effectively.


2019 ◽  
Author(s):  
Victor Y. Suzuki ◽  
Luís Henrique Cardozo Amorin ◽  
Natália H. de Paula ◽  
Anderson R. Albuquerque ◽  
Julio Ricardo Sambrano ◽  
...  

<p>We report, for the first time, new insights into the nature of the band gap of <a>CuGeO<sub>3</sub> </a>(CGO) nanocrystals synthesized from a microwave-assisted hydrothermal method in the presence of citrate. To the best of our knowledge, this synthetic approach has the shortest reaction time and it works at the lowest temperatures reported in the literature for the preparation of these materials. The influence of the surfactant on the structural, electronic, optical, and photocatalytic properties of CGO nanocrystals is discussed by a combination of experimental and theoretical approaches, and that results elucidates the nature of the band gap of synthetized CGO nanocrystals. We believe that this particular strategy is one of the most critical parameters for the development of innovative applications and that result could shed some light on the emerging material design with entirely new properties.</p> <p><b> </b></p>


2018 ◽  
Author(s):  
Marc Montesinos-Magraner ◽  
Matteo Costantini ◽  
Rodrigo Ramirez-Contreras ◽  
Michael E. Muratore ◽  
Magnus J. Johansson ◽  
...  

Asymmetric cyclopropane synthesis currently requires bespoke strategies, methods, substrates and reagents, even when targeting similar compounds. This limits the speed and chemical space available for discovery campaigns. Here we introduce a practical and versatile diazocompound, and we demonstrate its performance in the first unified asymmetric synthesis of functionalized cyclopropanes. We found that the redox-active leaving group in this reagent enhances the reactivity and selectivity of geminal carbene transfer. This effect enabled the asymmetric cyclopropanation of a wide range of olefins including unactivated aliphatic alkenes, enabling the 3-step total synthesis of (–)-dictyopterene A. This unified synthetic approach delivers high enantioselectivities that are independent of the stereoelectronic properties of the functional groups transferred. Our results demonstrate that orthogonally-differentiated diazocompounds are viable and advantageous equivalents of single-carbon chirons<i>.</i>


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