Tri-n-butylstannyl Radical Induced Rearrangement of Homopropargyl (But-3-ynyl) Arenesulfonates: A Route to Novel 4-Aryl-5,6-dihydro-1,2-oxathiin 2,2-Dioxides
Addition of a tri-n-butylstannyl radical to arenesulfonate esters of the homopropargyl alcohol 1, leads, via ipso-substitution and subsequent 6-endo addition-elimination, to the title derivatives 5.
Motherwell, William B.,Pennell, Andrew M. K.,Ujjainwalla, Feroze
A novel route to 4-aryl-5,6-dihydro-1,2-oxathiin-2,2-dioxides and related heterocyclic systems
The addition of a tri n-butylstannyl radical to arene and heteroarene sulfonate esters of homopropargyl alcohol triggers a sequence of [1,6] ipso-substitution followed by 6-endo addition and elimination to yield unusual 4-aryl-5,6-dihydro-1,2-oxathiin-2,2-dioxides and related heterocyclic systems.
Bonfand, Eric,Motherwell, William B.,Pennell, Andrew M.K.,Uddin, Muhammed K.,Ujjainwalla, Feroze
p. 523 - 534
(2007/10/03)
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