36884-77-2Relevant articles and documents
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.
, 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.
Addition of ArSSAr to dienes via intramolecular C-C bond formation initiated by a catalytic amount of ArS+
Matsumoto, Kouichi,Fujie, Shunsuke,Suga, Seiji,Nokami, Toshiki,Yoshida, Jun-Ichi
supporting information; experimental part, p. 5448 - 5450 (2009/12/08)
A catalytic amount of electrochemically generated "ArS +" ("ArS+" = ArS(ArSSAr)+) initiates a cation chain reaction of dienes that involves the addition of ArSSAr associated with stereoselective intramolecular carbon-carbon bond formation, and the direct (in-cell) electrolysis of a mixture of a diene and ArSSAr with a catalytic amount of electricity also effectively initiates the reaction. The Royal Society of Chemistry 2009.
Photochemistry of Acyl-Alkyl Biradicals
Miranda, Miguel A.,Font-Sanchis, Enrique,Perez-Prieto, Julia
, p. 3802 - 3803 (2007/10/03)
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