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ChemInform Abstract: Novel Heteroaromatic C—H Insertion of Alkylidenecarbenes. A New Entry to Furopyridine Synthesis.

✍ Scribed by T. KITAMURA; K. TSUDA; Y. FUJIWARA

Publisher
John Wiley and Sons
Year
2010
Weight
31 KB
Volume
29
Category
Article
ISSN
0931-7597

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✦ Synopsis

Novel Heteroaromatic C-H Insertion of Alkylidenecarbenes.

A New Entry to Furopyridine Synthesis.

-The reaction of the potassium salt of 4-hydroxypyridine (I) with alkynyl(phenyl)iodonium tosylates (II) generates 2-pyridyloxyalkylidenecarbenes which undergo intramolecular heteroaromatic C-H insertion forming the furopyridines (III). A similar reaction of 3-hydroxypyridine (IV) yields a regioisomeric mixture of (V) and (VI). Application to 4-hydroxyquinoline (VII) leads to the furoquinolines (VIII). -

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