Reaction of some substituted (un)substituted isatins with 1,&omega;-alkanes and their products with sodium azide

¹ Department of Toxicological Chemistry and Radiation, Institute for Advanced Technology, Vietnam Academy of Military Science and Technology 17 Hoang Sam, Cau Giay, Ha Noi, Viet Nam
² Faculty of Chemistry, VNU University of Science (Vietnam National University, Hanoi), 19 Le Thanh Ton, Hoan Kiem, Ha Noi, Viet Nam
³ Faculty of Chemistry, VNU Hanoi University of Science, 19 Le Thanh Tong, Hanoi (Vietnam)
⁴ Department of Toxicological Chemistry and Radiation, Institute for Advanced Technology (Vietnam Academy of Military Science and Technology), 17 Hoang Sam, Cau Giay, Ha Noi, Viet Nam
⁵ Faculty of Chemistry, VNU University of Science (Vietnam National University, Ha Noi), 19 Le Thanh Tong, Hoan Kiem, Ha Noi, Viet Nam

Academic Editor: Julio A. Seijas

Published: 14 November 2021 by MDPI in The 25th International Electronic Conference on Synthetic Organic Chemistry session General Organic Synthesis

https://doi.org/10.3390/ecsoc-25-11716

Abstract:

Azide derivatives of isatins were the needed initial materials for click chemistry in order to form 1,2,3-triazoles in order to synthesize the hybrid compounds of 1,2,3-triazole−isatin having monosaccharide moieties. Required substituted isatin were prepared according to Sandmeyer method from corresponding subsituted anilines. N-(ω-Bromoalkyl)isatins were prepared by nucleophilic reaction S_N2 of (un)substituted isatins with appropriate dibromoalkanes. Some ω-azidoalkylisatins were synthesized by reaction of corresponding ω-bromoalkylisatins with sodium azide. The reactions were performed in dry DMF as solvent in the presence of K₂CO₃ as base and KI as promotive agent. Product yields achived 30−85%.

Keywords: Azide, alkyl hóa, dibromoalkane, isatins

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