650616-53-8Relevant academic research and scientific papers
(3 + 2)-Cycloaddition of Donor-Acceptor Cyclopropanes with Selenocyanate: Synthesis of Dihydroselenophenes and Selenophenes
Jacob, Anu,Jones, Peter G.,Werz, Daniel B.
supporting information, (2020/11/13)
We present a Lewis-acid-catalyzed (3 + 2)-cycloaddition of donor-acceptor cyclopropanes and selenocyanate (as its tetramethylammonium salt) for the synthesis of dihydroselenophenes. The transformation proceeded with moderate to excellent yields and showed a high functional group tolerance. Further oxidation using DDQ delivered selenophenes.
General method for the synthesis of phenyliodonium ylides from malonate esters: Easy access to 1,1-cyclopropane diesters
Goudreau, Sébastien R.,Marcoux, David,Charette, André B.
supporting information; experimental part, p. 470 - 473 (2009/04/10)
(Chemical Equation Presented) A general method to access phenyliodonium ylides from malonates has been developed. These ylides provide easy access to a variety of useful 1,1-cyclopropane diesters using rhodium or copper catalysis. Moreover, the iodonium ylide of dimethyl malonate was obtained in 78% yield using improved conditions that involve a simple filtration step to isolate the desired product. This ylide was shown to be a safer and convenient alternative to the corresponding diazo compound and a very efficient way to 1,1-cyclopropane diesters when used with a catalytic amount of Rh2(esp)2.
