Journal
SYNTHETIC COMMUNICATIONS
Volume 49, Issue 16, Pages 2086-2095Publisher
TAYLOR & FRANCIS INC
DOI: 10.1080/00397911.2019.1616301
Keywords
1,5-Disubstituted tetrazole; 1,4-disubstituted-1,2,3-triazoles; hybrids compounds; multicomponent reaction; Ugi-azide
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Funding
- CONACYT [818154/619404]
- CIC-UMSNH (CICUMSNH, Mexico) [2.19]
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A new synthetic strategy to obtain new linked 1,5-disubstituted tetrazole-1,2,3-triazoles via the Ugi-azide reaction followed by a copper-catalyzed alkyne-azide reaction (CuAAC) was developed. This strategy used solvent-free conditions for the Ugi-azide reaction. This two-step strategy affords the products in moderate to good yields. To the best of our knowledge, this is the first report using the CuAAC reaction as a post-condensation process in an Ugi-azide reaction and therefore, the first describing the synthesis of 1,5-disubstituted tetrazole (1,5-DS-T) linked to the 1,2,3-triazole moiety, which are molecules that may have potential applications in medicinal chemistry. [GRAPHICS]
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