1334171-90-2Relevant academic research and scientific papers
Achieving Enantioselectivity in Difficult Cyclohexa-1,3-diene Diels-Alder Reactions with Sulfur-Stabilized Silicon Cations as Lewis Acid Catalysts
Shaykhutdinova, Polina,Oestreich, Martin
, p. 7029 - 7033 (2018)
A novel cationic silicon-sulfur Lewis pair with a chiral H8-binaphthyl backbone is reported. It catalyzes otherwise sluggish Diels-Alder reactions of cyclohexa-1,3-diene and chalcone derivatives in good yields and decent enantioselectivities (up to 81% ee). The enantioinduction is highest with a [1,1′-biphenyl]-4-yl substituent at the carbonyl carbon atom. This moiety can be later converted into a carboxyl group by Baeyer-Villiger oxidation. The same oxidant also epoxidizes the double bond in the cycloadduct, and the epoxide engages in a lactonization with the carboxylic acid. Synthetically interesting hexahydro-3,6-methanobenzofuran-2(3H)-one skeletons are obtained in one pot.
Transition-Metal-Free Synthesis of Homo- and Hetero-1,2,4-Triaryl Benzenes by an Unexpected Base-Promoted Dearylative Pathway
Rehan, Mohammad,Maity, Sanjay,Morya, Lalit Kumar,Pal, Kaushik,Ghorai, Prasanta
supporting information, p. 7728 - 7732 (2016/07/07)
An unprecedented approach for the synthesis of homo- and hetero-1,2,4-triaryl benzenes has been developed using a simple base-mediated reaction of either α-aryl cinnamyl alcohols or α,γ-di-aryl propanones. The salient feature of this strategy involves the sequential hydride transfer, regiospecific condensation, regiospecific dearylation, and aromatization under metal-free reaction conditions. The synthesis of unsymmetrically substituted triphenylenes by oxidative coupling of the synthesized 1,2,4-triaryl benzenes has also been demonstrated.
Azadipyrromethene-based conjugated oligomers with Near-IR absorption and high electron affinity
Gao, Lei,Senevirathna, Wasana,Sauve, Genevieve
supporting information; experimental part, p. 5354 - 5357 (2011/12/01)
Solution-processable conjugated oligomers incorporating red-light absorbing azadipyrromethenes (aza-DIPY) within the main chain were synthesized via palladium-catalyzed Sonogashira coupling reactions. Thin films of these compounds absorbed light up to ～10
