Ruthenium-Catalyzed O- to S-Alkyl Migration: A Pseudoreversible Barton-McCombie Pathway
A practical ruthenium-catalyzed O- to S-alkyl migration affords structurally diverse thiooxazolidinones in excellent yields. Our studies suggest this catalytic transformation proceeds through a pseudoreversible radical pathway drawing mechanistic parallels to the classic Barton-McCombie reaction. A radical step in a new direction: A practical ruthenium-catalyzed O- to S-alkyl migration affords structurally diverse thiooxazolidinones in excellent yields. Experimental and computational studies suggest a pseudoreversible radical pathway drawing mechanistic parallels to the classic Barton-McCombie reaction.
Mahy, William,Plucinski, Pawel,Jover, Jesús,Frost, Christopher G.
supporting information
p. 10944 - 10948
(2015/09/15)
Reaction of Tri-n-butyltin ω-Haloalkoxide (n-Bu3SnO(CH2)nX) with Isothiocyanate
Tri-n-butyltin ω-haloalkoxides are useful reagents for the preparation of sulfur-containing five- and six-membered cyclic compounds combined with isothiocyanates.