Metal‐Free Aminooxygenation of Alkynes: Efficient Synthesis of 3‐Aroylimidazo[1, 2‐a]‐N‐Heterocycles. Issue 7 (6th May 2016)

• Record Type: Journal Article
• Authors: Reddy, K. Ranjith; Gupta, Ajai Prakash; Das, Parthasarathi
• Is Part Of: Asian journal of organic chemistry. Volume 5:Issue 7(2016)
• Page Start: 900
• Page End: 906
• Publication Date: 2016-05-06
• Subjects: 2-aminopyridines -- aminooxygenation -- 3-aroylimidazo[1, 2-a]pyrazines -- 3-aroylimidazo[1, 2-b]pyridazines -- imidazo[1, 2-a]pyridines; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; 547.005
• DOI: 10.1002/ajoc.201600120
• Languages: English
• ISSNs: 2193-5807

Abstract

Abstract: An expeditious, one‐pot, N ‐iodosuccinimide‐promoted reaction has been developed for the synthesis of 3‐aroylimidazo[1, 2‐ a ]pyridines from 3‐phenylpropiolaldehyde and 2‐aminopyridines.This aminooxygenation process of alkynes is general and was successfully extended to access 3‐aroylimidazo[1, 2‐ a ]pyrazines and 3‐aroylimidazo[1, 2‐ b ]pyridazines. With the metal‐free conditions and great efficiency in expanding molecule diversity, this method is superior to the existing procedures in the synthesis of 3‐aroylimidazo[1, 2‐ a ]‐ N ‐heterocycles. Abstract : To the Nth power : An expeditious, one‐pot, N ‐iodosuccinimide (NIS)‐promoted reaction has been developed for the synthesis of 3‐aroylimidazo[1, 2‐ a ]pyridines from 3‐phenylpropiolaldehyde and 2‐aminopyridines.This aminooxygenation process of alkynes is general and was successfully extended to access 3‐aroylimidazo[1, 2‐ a ]pyrazines and 3‐aroylimidazo[1, 2‐ b ]pyridazines.