Abstract
Our recent studies on the development of new synthetic methods using molecular oxygen
(O2), which is an environmentally friendly oxidant, are described in this Account. The
character of O2 as an electron acceptor can be utilized for activation of simple organic molecules
to generate reactive species. Such reactive species are applicable to advanced molecular
transformation, such as C–C and C–X (X = heteroatom) bond formation, functionalization
of inactivated C(sp3)–H, and catalytic Mitsunobu reaction, by avoiding direct quenching of the reactive
species by O2.
1 Introduction
2 Reactions with Iron Catalysts and Oxygen
2.1 Reactions Using Redox Hydration of Alkenes
2.2 Reactions Using Oxidation of Heteroatoms
3 Reactions with tert-Butyl Nitrite and Oxygen
4 Conclusion
Key words
oxygen - iron - hydrazines - radicals - Mitsunobu reaction - C–H functionalization
- nitration