Combinatorial synthesis of novel and potent inhibitors of NADH:ubiquinone oxidoreductase

The reaction of activated trihalome- thylsubstituted alkenes with salicylaldehydes in the presence of triethylamine gives 3-substituted 2-trifluo- romethylchroman-4-ols and 2-trifluoro(trichloro)methyl-2H-chromenes in high yields. © 2005 Wiley Periodicals, Inc. Heteroatom Chem 16:492–496, 2005; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.20146

https://www.onlinelibrary.wiley.com/doi/pdf/10.1002/hc.20146

Synthesis of 3‐substituted 2‐trifluoro(trichloro)methyl‐2H‐chromenes by reaction of salicylaldehydes with activated trihalomethyl alkenes

Pyrans and their Benzo Derivatives - Synthesis

Intramolecular cyclization of phenol derivatives with CC double bond in a side chain

The Pd-catalyzed oxidative olefin amination of the zinc bromide complex intermediate, formed by the sequential reaction of nitriles with a Reformatsky reagent and 1-alkynes, affords pyrrole derivatives in good to excellent yields. This tandem protocol provides a simple, efficient, and atom- and pot-economical way to quickly build polysubstituted NH-pyrroles starting from readily available reagents in a regiocontrolled manner with a broad substrate scope and high functional group tolerance. In contrast, the Pd-catalyzed oxidative olefin amination of an isolated α-vinyl-β-enamino ester did not proceed effectively, but the reaction efficiency can be restored by addition of n-BuZnBr or Zn(OAc)2, indicating the crucial role of the zinc complex in this transformation. The synthetic utility of this protocol is exemplified by the rapid synthesis of pyrrolophenanthrenes and pyranopyrrolones through selective Pd- and Cu-catalyzed C–C and C–O bond-forming reactions.

Tandem one-pot synthesis of polysubstituted NH-pyrroles involving the palladium-catalyzed intramolecular oxidative amination of the zinc bromide complex of β-enamino esters.

The synthesis of 2,2-bis(trifluoromethyl)benzopyran derivatives: A new route to an important class of potassium channel activators

A new route to an important class of biologically active benzopyrans was developed via an intramolecular cyclisation and cis diol formation.

Ashley E Fenwick

Papers

The synthesis of 2,2-bis(trifluoromethyl)benzopyran derivatives: A new route to an important class of potassium channel activators

The Synthesis of 2,2-Bis(trifluoromethyl)benzopyran Derivatives: A New Route to an Important Class of Potassium Channel Activators.