z-logo
Premium
Diversely Substituted Imidazo[1,2‐ a ]pyrazine‐8‐oxo‐3‐carbaldehydes: An Iodine‐Mediated Cyclization/Oxidation Approach
Author(s) -
Mishra Nigam M.,
Vachhani Dipak D.,
Modha Sachin G.,
Van der Eycken Erik V.
Publication year - 2013
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201201150
Subject(s) - chemistry , alkyne , amination , intramolecular force , combinatorial chemistry , pyrazine , iodine , catalysis , organic chemistry
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.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here
Accelerating Research

Address

John Eccles House
Robert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom