128
4 Applications of Nitrile Imine Derivatives
N
H
N
MeO 2 C
O
HO
O
N N
N
N
OMe
H 2
C
H 2
C C
H
H 2
C C
H
H 2
C C
H
C
H
n
C
H
Ph
C
H
H 2
C
C
H
H 2
C
Ph
C
H
H 2
C
H 2
C
n
Cs 2 CO 3 , DMF
40 °C, 48 h
h
DCM
rt, 2 min
Ph
Cl
Cl
Cl
Cl
H 2
C
H 2
C C
H
H 2
C C
H
H 2
C C
H
C
H
n
H 2
C
H 2
C C
H
H 2
C C
H
H 2
C C
H
C
H
n
Ph
N
N
N
Ar
N
O
Ph
Ph
N
N
N
Ar
N
Cl
N
N
N
Ar
N
C
H
C
H
H 2
C
C
H
H 2
C
H 2
C
H 2
C
H 2
C
n
H
C
H
C
H 2
C
H
C
H 2
C
H
C
H 2
C
H 2
C
n
Ph
Ph
Ph
+
MeO
O
O
OH
O
CO 2 Me
O
O
CO 2 Me
N
H
N
CO 2 Me
O
N
N
N
Ar
N
O
O
MeO 2 C
h
DCM
rt, 2 min
C
H
C
H
H 2
C
C
H
H 2
C
H 2
C
H 2
C
H 2
C
n
H
C
H
C
H 2
C
H
C
H 2
C
H
C
H 2
C
H 2
C
n
Ph
Ph
Ph
N
H
N
CO 2 Me
O
h
h
-N 2
-N 2
N 2
N 2
N 2
Scheme 4.32 The correlation of SCNP compaction with NI reactivity, quantified using N 2 gas
release