91880-75-0Relevant academic research and scientific papers
Copper-catalyzed chan-lam cyclopropylation of phenols and azaheterocycles
Derosa, Joseph,O'Duill, Miriam L.,Holcomb, Matthew,Boulous, Mark N.,Patman, Ryan L.,Wang, Fen,Tran-Dubé, Michelle,McAlpine, Indrawan,Engle, Keary M.
, p. 3417 - 3425 (2018/04/14)
Small molecules containing cyclopropane-heteroatom linkages are commonly needed in medicinal chemistry campaigns yet are problematic to prepare using existing methods. To address this issue, a scalable Chan-Lam cyclopropylation reaction using potassium cyclopropyl trifluoroborate has been developed. With phenol nucleophiles, the reaction effects O-cyclopropylation, whereas with 2-pyridones, 2-hydroxybenzimidazoles, and 2-aminopyridines the reaction brings about N-cyclopropylation. The transformation is catalyzed by Cu(OAc)2 and 1,10-phenanthroline and employs 1 atm of O2 as the terminal oxidant. This method is operationally convenient to perform and provides a simple, strategic disconnection toward the synthesis of cyclopropyl aryl ethers and cyclopropyl amine derivatives bearing an array of functional groups.
Amine-Activated Iron Catalysis: Air- and Moisture-Stable Alkene and Alkyne Hydrofunctionalization
Challinor, Amy J.,Calin, Marc,Nichol, Gary S.,Carter, Neil B.,Thomas, Stephen P.
supporting information, p. 2404 - 2409 (2016/08/16)
A simple alkylamine [(iPr)2NEt] has been used to activate an air- and moisture-stable iron(II) pre-catalyst for alkene and alkyne hydrofunctionalization reactions. This amine activation has enabled the highly operationally simple hydrosilylatio
A facile synthesis of benzofuran derivatives: A useful synthon for preparation of trypsin inhibitor
Sekizaki, Haruo,Itoh, Kunihiko,Toyota, Eiko,Tanizawa, Kazutaka
, p. 237 - 243 (2007/10/03)
Mono-substituted 2-methylbenzo[b]furans were prepared by Claisen rearrangement of corresponding allyl phenyl ethers and subsequent bis(benzonitrile)palladium(II) chloride-mediated cyclization of o-allylphenols.
