Similar Group Interferences. A General Approach to the Location of Interfering Functionalities.

The location and evaluation of interfering functionalities are aspects of great importance in the synthesis planning, because the success of a synthesis often depends on the correct management of functionalities involved both in the formation of the strategic bond and in the multiplication of the reactive sites. The present approach introduces a new subdivision of interferences acting either locally (Similar Group Interferences) or generally (Group Environment Interferences), and suggests a solution for the first case. Using a group of molecular descriptors the level of local interference of a functional group is calculated and the possibility to be an alternative reacting site is determined. Electrophilic and nucleophilic situations are separately considered and the complete procedure for the identification of SGIs is described. Example studies are discussed in both simple and complex structures.