1002334-10-2Relevant academic research and scientific papers
Investigation of the scope and regiochemistry of alkynylboronate cycloadditions with sydnones
Browne, Duncan L.,Vivat, Jerome F.,Plant, Andrew,Gomez-Bengoa, Enrique,Harrity, Joseph P. A.
supporting information; experimental part, p. 7762 - 7769 (2009/10/16)
The cycloaddition of alkynylboronates and sydnones provides a convenientand highly regioselective method for the synthesis of a broad range of di-, tri-, and tetrasubstituted pyrazole boronic esters. The origins of an observed regiochemical divergence in the reactions of terminal alkyny lboronates with their more substituted analogues have been studied by DFT methods.
A sydnone cycloaddition route to pyrazole boronic esters
Browne, Duncan L.,Helm, Matthew D.,Plant, Andrew,Harrity, Joseph P. A.
, p. 8656 - 8658 (2008/09/18)
(Chemical Equation Presented) From dipole to diazole! A direct and regioselective route to functionalized pyrazole boronic esters is developed that employs the cycloaddition of alkynylboronates with sydnones. Functionalization of these products by Suzuki coupling and N-deprotection processes highlight the potential synthetic utility of these species.
