Radical scheme

Diasterioselective Cyclization of Alkene Radical Cations

The Crich group is very interested in alkene radical cations and has investigated the use of contact ion pairs in the development of diastereo-selective radical cyclizations.

D. Crich and K. Ranganathan, J. Am. Chem. Soc, 2002, 124, 12422-12423

Tandem Polar/Radical Crossover Sequence for the Formation of Bicyclic Heterocyles

Formation of radical cations from β-(phospatoxy) alkyl radicals have been utilized in development of tandem polar/radical reactions.

D. Crich, K. Ranganathan, S. Neelamkavil and X. Huang, J. Am. Chem. Soc. 2003, 125, 7942-7947.


Addition of Aryl Radicals to Benzene

Radical reductive arylation of benzene forming 3-aryl-1,4-cyclohexadienes have been effectively utilized in the synthesis by trapping the cyclohexadiene radical with benzeneselenol. This reaction can be utilized as and effecient synthetic route to dibenzofurans and carbazoles as well as the tetrahydro-dibenzofurans with incredible potential for extensive functionalization.

D. Crich and M. Sannigrahi, Tetrahedron, 2002, 58, 3319-3322; Crich, D.; Rumthao, S. Tetrahedron, 2004, 60, 1513-1516