Synthesis of Benzazoles through Electrochemical Oxidative Cyclization Reactions

2020 ◽  
Vol 7 (19) ◽  
pp. 3969-3974
Author(s):  
Qi An ◽  
Chaoyin He ◽  
Xiaodong Fan ◽  
Chuanfu Hou ◽  
Jian Zhao ◽  
...  
2021 ◽  
Vol 13 (5) ◽  
pp. 6349-6358
Author(s):  
Zainab Almansaf ◽  
Jiyun Hu ◽  
Federica Zanca ◽  
Hamid R. Shahsavari ◽  
Benjamin Kampmeyer ◽  
...  

2021 ◽  
Vol 12 (1) ◽  
Author(s):  
Chengshuo Shen ◽  
Guoli Zhang ◽  
Yongle Ding ◽  
Na Yang ◽  
Fuwei Gan ◽  
...  

AbstractNanographenes are emerging as a distinctive class of functional materials for electronic and optical devices. It is of remarkable significance to enrich the precise synthetic chemistry for these molecules. Herein, we develop a facile strategy to recompose helicenes into chiral nanographenes through a unique oxidative cyclo-rearrangement reaction. Helicenes with 7~9 ortho-fused aromatic rings are firstly oxidized and cyclized, and subsequently rearranged into nanographenes with an unsymmetrical helicoid shape through sequential 1,2-migrations. Such skeletal reconstruction is virtually driven by the gradual release of the strain of the highly distorted helicene skeleton. Importantly, the chirality of the helicene precursor can be integrally inherited by the resulting nanographene. Thus, a series of chiral nanographenes are prepared from a variety of carbohelicenes and heterohelicenes. Moreover, such cyclo-rearrangement reaction can be sequentially or simultaneously associated with conventional oxidative cyclization reactions to ulteriorly enrich the geometry diversity of nanographenes, aiming at innovative properties.


ChemInform ◽  
2015 ◽  
Vol 46 (10) ◽  
pp. no-no
Author(s):  
Amy A. van Loon ◽  
Maeve K. Holton ◽  
Catherine R. Downey ◽  
Taryn M. White ◽  
Carly E. Rolph ◽  
...  

2005 ◽  
Vol 7 (16) ◽  
pp. 3553-3556 ◽  
Author(s):  
John D. Brandt ◽  
Kevin D. Moeller

ChemInform ◽  
2010 ◽  
Vol 29 (35) ◽  
pp. no-no
Author(s):  
K. I. BOOKER-MILBURN ◽  
A. BARKER ◽  
W. BRAILSFORD

Synthesis ◽  
2018 ◽  
Vol 50 (09) ◽  
pp. 1875-1882 ◽  
Author(s):  
Rui Zhang ◽  
Dewen Dong ◽  
Jingwen Yuan ◽  
Chitturi Rao ◽  
Qian Zhang ◽  
...  

An intramolecular cyclization of various α-acyl β-amino acrylamides in the presence of PIFA and TFA is described. This transformation features mild reaction conditions, simple execution, high chemo­selectivity, and metal catalyst-free oxidation, and thereby, provides not only an alternative protocol for the construction of N–O bond, but also an efficient and straightforward synthesis of substituted isoxazol-3(2H)-ones from readily available α-acyl acrylamides.


1997 ◽  
Vol 50 (9) ◽  
pp. 911 ◽  
Author(s):  
Abdelselam S. Ali ◽  
John S. Wilkie ◽  
Kevin N. Winzenberg

Reaction of the methyl 2-(phenylmethylidene)hydrazinecarboximidothioate derivatives (3a–d) and (6a,b) with iron(III) chloride afforded the 5-methylsulfanyl-3-phenyl-4H-1,2,4-triazole derivatives (4a–d) and the 5-methylsulfanyl-3-phenyl-1H-1,2,4-triazole derivatives (7a,b). This reaction was extended to the synthesis of the 3-phenyl-5,6-dihydrothiazolo[2,3-c]-1,2,4-triazole derivatives (10a,b) and the 3-phenyl-6,7-dihydro-5H-1,2,4-triazolo[3,4-b][1,3]thiazine derivatives (10c,d). Reaction of 5-(3-chlorophenyl)-2,4-dihydro-3H-1,2,4-triazole-3-thione (12a) with 1,2-dibromoethane gave (10a) together with the isomeric 2-(3-chlorophenyl)-5,6-dihydrothiazolo[3,2-b][1,2,4]triazole (13a); similarly, reaction of (12a) with 1,3-dibromopropane afforded (10c) along with 2-(3-chlorophenyl)-6,7-dihydro-5H-[1,2,4]triazolo[5,1-b][1,3]thiazine (13b). The use of nickel peroxide and lead tetraacetate in place of iron(III) chloride was investigated for some of these oxidative cyclization reactions.


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