Furan Ring Opening – Pyridine Ring Closure: An Efficient Approach towards 6 H ‐Isochromeno[4,3‐ b ]pyridin‐6‐ones from Readily Available Furans and Phthalaldehydic Acid Methyl Esters

An efficient iodine‐catalyzed three‐component Mannich‐type reaction of various 2‐alkylfurans, methyl 2‐formylbenzoates and carbamates under mild reaction conditions was realized. Synthetic utility of the resulting N ‐Boc‐1‐[2‐(carbomethoxy)aryl]furfurylamines was demonstrated by their facile two‐ste...

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Bibliographic Details
Published in:European journal of organic chemistry 2018-01, Vol.2018 (4), p.461-469
Main Authors: Shpuntov, Pavel M., Kolodina, Alexandra A., Uchuskin, Maxim G., Abaev, Vladimir T.
Format: Article
Language:English
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Summary:An efficient iodine‐catalyzed three‐component Mannich‐type reaction of various 2‐alkylfurans, methyl 2‐formylbenzoates and carbamates under mild reaction conditions was realized. Synthetic utility of the resulting N ‐Boc‐1‐[2‐(carbomethoxy)aryl]furfurylamines was demonstrated by their facile two‐step transformation into 2‐methyl‐6 H ‐isochromeno[4,3‐ b ]pyridin‐6‐ones, which are employed in high‐performance cyclometalated OLEDs.
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.201701355