Recent Advances on the Photoinduced Radical Nucleophilic Substitution Reactions,

M. E. BUDÉN, S. E. MARTÍN, R. A. ROSSI

CRC Handbook of Organic Photochemistry and Photobiology

CRC Press Inc.

Lugar: Boca Raton, EEUU; Año: 2009;

Nucleophilic substitution is feasible through processes that involve electron transfer (ET) steps. In these reactions a compound bearing an adequate leaving group is substituted at the ipso position by a nucleophile. Several reviews have been published on the subject in relation to the mechanism and to the synthetic applications of the process which has become one of the common methodologies in modern synthesis. In this review we will describe the most recent advances in photostimulated SRN1 reactions. With this aim in mind, we expect to cover recent SRN1 substitutions, with an emphasis on the scope of the process in terms of synthetic capability and target applications. The critical review illustrates the mechanistic considerations required for planning synthetic applications and a wide range of synthetic protocols.