1451179-07-9Relevant academic research and scientific papers
Diversely substituted imidazo[1,2-a]pyrazine-8-oxo-3-carbaldehydes: An iodine-mediated cyclization/oxidation approach
Mishra, Nigam M.,Vachhani, Dipak D.,Modha, Sachin G.,Van Der Eycken, Erik V.
, p. 693 - 700 (2013/03/13)
A mild and efficient iodine-mediated intramolecular heteroannulation approach for the construction of the imidazo[1,2-a]pyrazinone core has been developed. Under ambient conditions, this metal-free protocol allows easy access to densely functionalized imidazo[1,2-a]pyrazinone-3-carbaldehydes or (aminomethyl)imidazo[1,2-a]pyrazinones from substrates containing terminal alkynes by cyclization and subsequent oxidation or amination. Further diversification may be introduced by using substrates containing an internal alkyne and/or Suzuki coupling after cyclization to generate polysubstituted (dihydro)imidazo[1,2-a]pyrazinones. An iodine-mediated heteroannulation approach for the construction of (dihydro)imidazo[1,2-a]pyrazinone motifs have been developed. For terminal alkynes, a hydrolysis/oxidation sequence or an amination gives direct access to imidazo[1,2-a]pyrazin-3-carbaldehydes or aminomethyl-imidazo-[1,2-a]pyrazinones in a one-pot process. Copyright
