Group interchange

Functional group interchange transforms (FGI) frequently are employed to allow simplifying skeletal disconnections. The examples 9 => 10 and 11 => 12 + 13, in which the initial FGI transform plays a critical role, typify such processes. 

Functional Group Interchange. (FGI) The replacement of one functional group by another. 

Manske has suggested that base, P61 (Item 4 list, p. 169) CigHio03(NMe)(OMe)2, m.p. 210°, may be closely related lo ehelerythrine and is possibly represented by formula (II) with the two methoxyl groujjs and the dioxymethylene group interchanged in position. 

Figure 3.4 The synthesis of ibuprofen is initiated by a Friedel-Crafts acylation of an aUcyl-substituted benzene ring. The resulting ketone is then reduced to an alcohol with sodium boro-hydride. The alcohol functionality then undergoes a functional group interchange by conversion to a bromide. In turn, this permits the introduction of an additional carbon atom in the form of a nitrile introduced via an 8, 2 nucleophilic displacement. This is then hydrolyzed to give the target molecule.

Sequence of Group Interchanges Number of Interchanges Relationship to (a)... 

Between similar compounds Group interchange models (GIMs) Properties of similar compound(s),... 

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