Catalytic Use of Selenium Electrophiles in Cyclizations
Danielle M. Browne, Osamu Niyomura and Thomas Wirth*
*School of Chemistry, Cardiff University, Cardiff CF10 3AT, U.K., Email: wirthcf.ac.uk
D. M. Browne, O. Niyomura, T. Wirth, Org. Lett., 2007, 9, 3169-3171.
DOI: 10.1021/ol071223y
Abstract
A new and convenient one-pot catalytic addition-elimination reaction converted a range of (E)-3-butenoic acids into the corresponding butenolides in good yields in the presence of 5 mol % diphenyl diselenide and [bis(trifluoroacetoxy)iodo]benzene in acetonitrile.
see article for more examples
proposed mechanism
Key Words
Butenolides, Iodosobenzene bis(trifluoroacetate)
ID: J54-Y2007-2600