Artikel
Switchable Reaction of p‐Toluenesulfonyl Hydrazide With N‐Heteroaryl Ketones: Base‐Controlled Selective Synthesis of N‐Heteroaryl Alcohols and [1, 2, 3]‐Triazoloheteroarenes
Von Wiley-VCH zur Verfügung gestellt
A switchable reaction of p-toluenesulfonyl hydrazide with N-heteroaryl ketones has been developed to synthesize N-heteroaryl alcohols and [1, 2, 3]-triazoloheteroarenes. p-Toluenesulfonyl hydrazide was found to be a reducing agent in the presence of Et3N, whereas [1, 2, 3]-triazoloheteroarenes were obtained when NaOH was applied as a base.
Abstract
A novel switchable reaction of p-toluenesulfonyl hydrazide with N-heteroaryl ketones has been developed to synthesize N-heteroaryl alcohols and [1, 2, 3]-triazoloheteroarenes. p-Toluenesulfonyl hydrazide was found to be an efficient reducing agent for N-heteroaryl ketones in the presence of Et3N. A cascade cyclization reaction occurred when NaOH was applied as a base.
![Switchable Reaction of p‐Toluenesulfonyl Hydrazide With N‐Heteroaryl Ketones: Base‐Controlled Selective Synthesis of N‐Heteroaryl Alcohols and [1, 2, 3]‐Triazoloheteroarenes](/_next/image?url=%2F_next%2Fstatic%2Fmedia%2Fplaceholder.5ca6fc18.png&w=256&q=75)
![Switchable Reaction of p‐Toluenesulfonyl Hydrazide With N‐Heteroaryl Ketones: Base‐Controlled Selective Synthesis of N‐Heteroaryl Alcohols and [1, 2, 3]‐Triazoloheteroarenes](/_next/image?url=https%3A%2F%2Fcdn.gdch.de%2Fprod%2Fnadc20264158444_fig_0001_a_36fd5c002c.png&w=256&q=75)
![Switchable Reaction of p‐Toluenesulfonyl Hydrazide With N‐Heteroaryl Ketones: Base‐Controlled Selective Synthesis of N‐Heteroaryl Alcohols and [1, 2, 3]‐Triazoloheteroarenes](/_next/image?url=https%3A%2F%2Fcdn.gdch.de%2Fprod%2Fnadc20264158499_fig_0001_a_8463b1bf14.png&w=256&q=75)
![Switchable Reaction of p‐Toluenesulfonyl Hydrazide With N‐Heteroaryl Ketones: Base‐Controlled Selective Synthesis of N‐Heteroaryl Alcohols and [1, 2, 3]‐Triazoloheteroarenes](/_next/image?url=https%3A%2F%2Fcdn.gdch.de%2Fprod%2Fnadc20264158504_gra_0001_a_6653df00f8.png&w=256&q=75)
