10292-67-8Relevant academic research and scientific papers
Modular Functionalization of Arenes in a Triply Selective Sequence: Rapid C(sp2) and C(sp3) Coupling of C?Br, C?OTf, and C?Cl Bonds Enabled by a Single Palladium(I) Dimer
Keaveney, Sinead T.,Kundu, Gourab,Schoenebeck, Franziska
supporting information, p. 12573 - 12577 (2018/09/18)
Full control over multiple competing coupling sites would enable straightforward access to densely functionalized compound libraries. Historically, the site selection in Pd0-catalyzed functionalizations of poly(pseudo)halogenated arenes has been unpredictable, being dependent on the employed catalyst, the reaction conditions, and the substrate itself. Building on our previous report of C?Br-selective functionalization in the presence of C?OTf and C?Cl bonds, we herein complete the sequence and demonstrate the first general arylations and alkylations of C?OTf bonds (in I dimer. This allowed the realization of the first general and triply selective sequential C?C coupling (in 2D and 3D space) of C?Br followed by C?OTf and then C?Cl bonds.
FREE RADICAL CHLORINATION AND ONE-ELECTRON OXIDATION OF ARYLCYCLOPROPANES. DESIGNER PROBES FOR CYTOCHROME P-450 HYDROXYLATION MECHANISMS
Riley, Pamela,Hanzlik, Robert P.
, p. 3015 - 3018 (2007/10/02)
Arylcyclopropyl radicals can be formed under mild conditions (phase-transfer-catalyzed chlorination) and give rise to cyclopropyl products; in contrast one-electron oxidation of arylcyclopropanes by Mn(OAc)3 leads to fragmentation of the cyclopropane ring and the formation of acyclic products.
