Multicomponent Synthesis of Imidazo[1,2-a]pyridines: Aerobic Oxidative Formation of C–N and C–S Bonds by Flavin–Iodine-Coupled Organocatalysis

Organic Letters Volume 22 Issue 20 Page 8002-8006 published_at 2020-10-16
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Title
Multicomponent Synthesis of Imidazo[1,2-a]pyridines: Aerobic Oxidative Formation of C–N and C–S Bonds by Flavin–Iodine-Coupled Organocatalysis
Creator
Okai Hayaki
Tanimoto Kazumasa
Ohkado Ryoma
Source Title
Organic Letters
Volume 22
Issue 20
Start Page 8002
End Page 8006
Journal Identifire
ISSN 1523-7060
Descriptions
Herein, we report an aerobic oxidative C–N bond-forming process that enables the facile synthesis of imidazo[1,2-a]pyridines and takes advantage of a coupled organocatalytic system that uses flavin and iodine. Furthermore, the dual catalytic system can be applied to the one-pot, three-step synthesis of 3-thioimidazo[1,2-a]pyridines from aminopyridines, ketones, and thiols.
Subjects
Flavins ( Other)
Chemical synthesis ( Other)
Catalysts ( Other)
Oxygen ( Other)
Catalytic reactions ( Other)
Language
eng
Resource Type journal article
Publisher
American Chemical Society
Date of Issued 2020-10-16
Publish Type Accepted Manuscript
Access Rights open access
Relation
[DOI] 10.1021/acs.orglett.0c02929