79
In 2009, Ofial et al. reported the selective FeCl 2 -catalyzed oxidative coupling of
tertiary amines with TMSCN in the presence of TBHP as the oxidant under room
temperature and acid-free conditions (Scheme 3.54) [132]. Compared with the previous Ru and V catalyst and the highly toxic hydrocyanic acid or cyanide ion source,
Scheme 3.52 Pd-catalyzed oxidative C–H borylation of N-arylbenzamides with B 2 pin 2
N
H
R
N
R
N
+
CN
-
[cat.]
[O]
h y d ro ly s is
re d u c ta n t
N
CO 2 H
R
N
R
NH 2
Scheme 3.53 Cyanation of Csp
3
−H bonds adjacent to N atoms in tertiary amines
3 Oxidative Coupling Reactions Between Hydrocarbons and Organometallic Reagents…
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