Investigation of the scope of a [3+2] cycloaddition approach to isoxazole boronic esters
The [3+2] cycloaddition reaction of nitrile oxides and alkynylboronates provides direct access to a wide variety of isoxazole boronic esters. Specifically, this technique has been employed to generate trisubstituted isoxazole 4-boronates and disubstituted isoxazoles where the boronic ester moiety can be installed at C-4 or C-5 with high levels of regiocontrol. The application of this methodology in the synthesis of non-steroidal antiinflammatory agents is also described.
Moore, Jane E.,Davies, Mark W.,Goodenough, Katharine M.,Wybrow, Robert A. J.,York, Mark,Johnson, Christopher N.,Harrity, Joseph P. A.
p. 6707 - 6714
(2007/10/03)
A regioselective cycloaddition route to isoxazoleboronic esters
Alkynylboronates participate in 1,3-dipolar cycloaddition reactions with nitrile oxides to provide isoxazoleboronic esters with excellent levels of regiocontrol; additionally, these potentially valuable synthetic intermediates have been shown to participa
Davies,Wybrow,Johnson,Harrity
p. 1558 - 1559
(2007/10/03)
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