F / Cl / Br/ CH3 / OH/ SH
Classical, Univalent
H to F
Classical, Univalent
-O- to a -NH- or to a -CH2 or to a -S-
Classical, Divalent
-CO2R to a COSR
Classical, Divalent
C=O, C=S, C=NH
Classical, Divalent
R-N=R’ or R-CH-R’ or R-P=R
Classical, Trivalent
R=C=R’ to R=N=R
Classical, tetrasubsituteds (least common)
Benzene to pyridine to pyrrole to furan to thiophene
Classical, ring equivalents
Cyclic to acyclic
Non-classic
Carbonyl to a sulfonyl
non-classical
Carboxylic acid to a tetrazole
non-classical
Amides to a sulfonamide
non-classical