Formation of Divalent Ruthenacycles via Oxidative Cyclization of 1,3,5-Cyclooctatriene with Maleic Anhydride or Maleimides:  An Intermediate for the Transition Metal-Mediated [6 + 2] Cycloaddition of 1,3,5-Trienes and Alkenes

2006 ◽  
Vol 25 (12) ◽  
pp. 2934-2942 ◽  
Author(s):  
Yasuyuki Ura ◽  
Taka-aki Utsumi ◽  
Hiroshi Tsujita ◽  
Kenji Wada ◽  
Teruyuki Kondo ◽  
...  
Keyword(s):  
Transition Metal ◽  
Maleic Anhydride ◽  
Oxidative Cyclization

Transition-Metal-Promoted Oxidative Cyclization To Give 1,2,4-Trisubstituted Carbazole Scaffolds

Synthesis ◽  
2019 ◽  
Vol 51 (24) ◽  
pp. 4625-4634
Author(s):  
Milena Szewczyk ◽  
Małgorzata Ryczkowska ◽  
Sławomir Makowiec
Keyword(s):  
Transition Metal ◽  
Oxidative Cyclization ◽  
Oxidizing Agent ◽  
Reaction Intermediate ◽  
Manganese Triacetate ◽  
Unexpected Reaction ◽  
Fused Ring ◽  
Acid Esters

Herein, we describe the synthesis of a 1,2,4-trisubstituted carbazole core from 5-(1H-indol-3-yl)-3-oxopentanoic acid esters or amides. For oxidative cyclization, we tested two different approaches. First, we used manganese triacetate as a conventional moderate oxidizer to ensure the radical course of the reaction. Second, we examined the use of a more complex oxidizing agent I2/Me(OTf)3. In both cases, formation of a fused-ring carbazole system with a 2-hydroxyl and 1-carboxylic substituent were observed. In connection with the formation of an unexpected reaction intermediate, mechanistic aspects of the process were discussed.

NIS-catalyzed oxidative cyclization of alcohols with amidines: a simple and efficient transition-metal free method for the synthesis of 1,3,5-triazines

2015 ◽  
Vol 13 (45) ◽  
pp. 10973-10976 ◽  
Author(s):  
Abhishek R. Tiwari ◽  
Akash T. ◽  
Bhalchandra M. Bhanage
Keyword(s):  
Transition Metal ◽  
Efficient Method ◽  
Oxidative Cyclization ◽  
Metal Free ◽  
Reaction Works

A simple and efficient method for the synthesis of 1,3,5-triazines by NIS-catalyzed oxidative cyclization of alcohols with amidines has been developed. The reaction works smoothly under transition-metal and phosphine-free conditions.

Oxymetalation or Oxidative Cyclization? Mechanism of Pd-Catalyzed Annulation of Enynones

2021 ◽  
Author(s):  
Hao Ni ◽  
xiaoqian he ◽  
Kongbao Zhong ◽  
Haohua Chen ◽  
Wei Lai ◽  
...  
Keyword(s):  
Transition Metal ◽  
Metal Catalysts ◽  
Oxidative Cyclization ◽  
Transition Metal Catalysts ◽  
Nucleophilic Attack ◽  
Furan Derivatives ◽  
Coinage Metals

Enynones are powerful synthons for constructing furan derivatives in the presence of transition metal catalysts. Unlike the conventional intramolecular nucleophilic attack with the activation of coinage metals, we propose that...

ChemInform Abstract: Synthesis of 3,4-Diarylsubstituted Maleic Anhydride/Maleimide via Unusual Oxidative Cyclization of Phenacyl Ester/Amide.

ChemInform ◽  
2010 ◽  
Vol 33 (38) ◽  
pp. no-no
Author(s):  
Vijaya Raghavan Pattabiraman ◽  
Srinivas Padakanti ◽  
Venugopal Rao Veeramaneni ◽  
Manojit Pal ◽  
Koteswar Rao Yeleswarapu
Keyword(s):  
Maleic Anhydride ◽  
Oxidative Cyclization ◽  
Phenacyl Ester
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