A synthesis of the pyrano[3,2-b]pyridine ring system under mild conditions

Authors
Harikrishnan, LS Boehm, TL Showalter, HDH
Citation
Ls. Harikrishnan et al., A synthesis of the pyrano[3,2-b]pyridine ring system under mild conditions, SYN COMMUN, 31(4), 2001, pp. 519-525
Citations number
12
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
SYNTHETIC COMMUNICATIONS
ISSN journal
00397911 → ACNP
Volume
31
Issue
4
Year of publication
2001
Pages
519 - 525
Database
ISI
SICI code
0039-7911(2001)31:4<519:ASOTPR>2.0.ZU;2-O
Abstract
A route to the relatively rare pyrano[3,2-b]pyridin-4-one template (1) is d escribed starting from 3-hydroxypyridine. This synthesis allows for varying the substituents at the 2- and 3-pitions of the bicycle. A diisopropylsily loxy moiety was employed to direct lithiation of a pyridine intermediate to the less favored 2-position.