Amino Acid-Catalyzed Cascade [3+2]-Cycloaddition/Hydrolysis Reactions Based on the Push–Pull Dienamine Platform: Synthesis of Highly Functionalized NH-1,2,3-Triazoles

✍ Scribed by Dhevalapally B. Ramachary; Kinthada Ramakumar; Vidadala V. Narayana

• Publisher: John Wiley and Sons
• Year: 2008
• Tongue: English
• Weight: 314 KB
• Volume: 14
• Category: Article
• ISSN: 0947-6539
• DOI: 10.1002/chem.200801325

✦ Synopsis

1,2,3-Triazoles are an important class of heterocycles, which display very large spectrum of biological activities and are widely used as pharmaceuticals and agrochemicals. [1] Compounds containing 1,2,3-triazoles have also found industrial applications as corrosion inhibitors, lubricants, dyes, and photostabilizers. [1] As such, the development of new and more general methods for their preparation is of significant interest. [2] The conventional method to triazoles is the Huisgen 1,3-dipolar cycloaddition of alkynes with azides. Recent discovery of the novel technology of Cu I -catalyzed [3 + 2]cycloaddition reactions of terminal alkynes with organic azides provided a general route to a variety of 1,4-disubstituted 1,2,3-triazoles in good yields, and it has become a paradigm of a "click chemistry" reaction. [3] The advent of click reaction technology triggered a burst of activity in the [a] Prof.