Current Organic Chemistry

Author(s): M. Rosaria Iesce, F. Cermola and M. Rubino

DOI: 10.2174/138527207781369254

Photooxygenation of Non-Aromatic Heterocycles

Page: [1053 - 1075] Pages: 23

  • * (Excluding Mailing and Handling)

Abstract

Photooxygenation of non-aromatic heterocycles and cyclic compounds containing non-usual heteroatoms, namely silicon, germanium and tellurium has been reviewed. All three types of photooxygenation (Types I-III) can take place. Moreover the heteroatom can be frequently involved endorsing electron-transfer reactions which turn out to be the main pathways, even in singlet oxygen oxygenation. A vast collection of novel and unexpected products are often formed, sometimes in a stereocontrolled manner.

Keywords: cycloaddition, nucleophilicity, dehydrogenation, biadamantylidene sulfide, conformationally induced electrostatic stabilization