57238-66-1Relevant articles and documents
Tropylium-promoted carbonyl-olefin metathesis reactions
Tran, Uyen P.N.,Oss, Giulia,Pace, Domenic P.,Ho, Junming,Nguyen, Thanh V.
, p. 5145 - 5151 (2018/06/21)
The carbonyl-olefin metathesis (COM) reaction is a highly valuable chemical transformation in a broad range of applications. However, its scope is much less explored compared to analogous olefin-olefin metathesis reactions. Herein we demonstrate the use of tropylium ion as a new effective organic Lewis acid catalyst for both intramolecular and intermolecular COM and new ring-opening metathesis reactions. This represents a significant improvement in substrate scope from recently reported developments in this field.
Catalytic olefin hydroamination with aminium radical cations: A photoredox method for direct C-N bond formation
Musacchio, Andrew J.,Nguyen, Lucas Q.,Beard, G. Hudson,Knowles, Robert R.
supporting information, p. 12217 - 12220 (2014/12/09)
While olefin amination with aminium radical cations is a classical method for C-N bond formation, catalytic variants that utilize simple 2° amine precursors remain largely undeveloped. Herein we report a new visible-light photoredox protocol for the intramolecular anti-Markovnikov hydroamination of aryl olefins that proceeds through catalytically generated aminium radical intermediates. Mechanistic studies are consistent with a process involving amine oxidation via electron transfer, turnover-limiting C-N bond formation, and a second electron transfer step to reduce a carbon-centered radical, rendering the overall process redox-neutral. A range of structurally diverse N-aryl heterocycles can be prepared in good to excellent yields under conditions significantly milder than those required by conventional aminium-based protocols.
ALKYL-ALKENYL CROSS COUPLING VIA ALKYL COBALOXIME RADICAL CHEMISTRY. AN ALKYL EQUIVALENT TO THE HECK REACTION COMPATIBLE WITH COMMON ORGANIC FUNCTIONAL GROUPS
Branchaud, Bruce P.,Meier, Mark S.,Choi, Youngshin
, p. 167 - 170 (2007/10/02)
A novel cobalt-mediated radical-olefin coupling reaction is described which regenerates the olefin functionality in the final product.The regeneration of olefin functionality is unique among radical-olefin couplings using simple activated alkenes.
