80
3 The Reactivity of Nitrile Imines
Table 3.1 (continued)
Entry
NI
Product
References
7
P
S
N
N
P
Se
R 1
R 1
R 2
R 2
P
S
N
N
P
Se
R 2
R 2
R 1
R 1
[221]
Chloramine-T
EtOH
80
o C, 3 h
72 %
H
N
HN
O
O
O
N
Me
Me
N
N
O
O
O
N
Me
Me
Ph
N
H
H
N
H
N Ph
O
S
MeCN
80
o C, 6 h
78 %
Ph
N
N
H
N Ph
S
PCl 2 PPh 3 , Et 3 N
Scheme 3.67 The intramolecular formation of oxadiazoles and thiadiazoles using NIs
DMF
150
o C, 1 h
15 %
N
N
N
H
N
Ph
N
Cl
N
N
Ph
N
Ph
O
N
H
H
N
N
NO 2
MeCN
80
o C, 4 h
78 %
Ph
N
N
N
NO 2
PCl 2 PPh 3 , Et 3 N
Scheme 3.68 The intramolecular rearrangements of N-2-pyridyl NIs