Le Strat, Frederic’s team published research in Journal of Organic Chemistry in 2005-01-21 | 188057-20-7

Journal of Organic Chemistry published new progress about Acetals Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (propargylic). 188057-20-7 belongs to class iodides-buliding-blocks, and the molecular formula is C5H4INO, Name: 4-Iodopyridin-3-ol.

Le Strat, Frederic; Harrowven, David C.; Maddaluno, Jacques published the artcile< New Approaches to Bicyclic Vinyl Heterocycles from Propargylic Acetals>, Name: 4-Iodopyridin-3-ol, the main research area is bicyclic vinyl heterocycle preparation; intramol carbolithiation propargylic acetal; palladium catalyst cyclization propargylic acetal.

The paper describes further studies on the intramol. carbolithiation of propargylic acetals with aryllithiums leading to 2-vinylbenzofurans and 3-vinylfuropyridines. E.g., isomerization of propargylic acetal I to the allene on treatment with t-BuOK, followed by treatment with BuLi gave the 3-vinylfuropyridine II (E:Z 9:1). Attempts to extend the cascade to [4.4.0] binuclear heterocycles met with limited success. An alternative, two-step entry to such ring systems has been developed using the palladium-induced cyclization/hydride capture methodol. E.g., Pd(OAc)2 catalyzed the cyclization of propargylic acetal III to give 51% chromene I (100% E). A new route to isoquinolinones from simple benzamides is also disclosed.

Journal of Organic Chemistry published new progress about Acetals Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (propargylic). 188057-20-7 belongs to class iodides-buliding-blocks, and the molecular formula is C5H4INO, Name: 4-Iodopyridin-3-ol.

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com