Potent and orally active ETA selective antagonists with 5,7-diarylcyclopenteno[1,2-b]pyridine-6-carboxylic acid structures

A Heck-Based Strategy To Generate Anacardic Acids and Related Phenolic Lipids for Isoform-Specific Bioactivity Profiling

“…We settled on acetonide-protected triflate 11 (Scheme , top) as the most readily available aromatic substrate because of the ease of synthesis from inexpensive 2,6-dihydroxybenzoic acid. , Surprisingly, while the Heck reactions of aryl halides with myriad unsaturated alcohols to give aldehyde or ketone products by successive alkene insertion/β-hydride elimination have been widely reported, few examples with aryl triflates are known. A handful of examples with allylic alcohols to give aldehydes have been documented, along with a couple of unusual examples that give styrene products preferentially. , We were intrigued by this gap in the literature and recognized that the ease of access of many aryl triflates could greatly expand the utility of this redox-relay approach …”