142
4 Applications of Nitrile Imine Derivatives
Polydopamine
HN
NH
NH
O
O
O
N
NAr
N
N
N
N
ArN
N
N
NAr
N
N
Polydopamine
HN
NH
NH
O
O
O
N
NAr
ArN
N
N
NAr
N
O
O
N
O
O
N
O
O
Polydopamine
HN
NH
NH
O
O
O
N
NAr
ArN
N
N
NAr
N
N
N
O
O
N
O
O
Polydopamine
HN
NH
NH
O
O
O
N
NAr
ArN
N
N
NAr
N
O
O
N
O
O
N
O
O
O
N +
N
O
Cl -
Polydopamine
HN
NH
NH
O
O
O
N
NAr
N
N
N
N
ArN
N
N
NAr
N
N
O
N +
N
O
+
+
N
O
O
N
O
O
h
DMF
rt, 1 h
=
O
O
Br
NH
O
N
Me2
O2C
n
=
O
OH
HO
OH
O
O
OH
HO
OH
O
O
OH
OH
OH
O
O
OH
OH
OH
O
O
OH
OH
HO
O
O OH
OH
HO
O
O
OH
HO
N
O
N
N
=
O
O
O
n
O
O
O
O
O
4
4
=
Scheme 4.50 The ligation of cyclodextrins to surfaces using NIs, and its application in reversible
host-guest chemistry
References
1. Shawali AS (1993) Reactions of heterocyclic compounds with Nitrilimines and their
precursors. Chem Rev 93:2731–2777
2. Sami Shawali A, Osman Abdelhamid A (2012) Synthesis of Spiro-heterocycles via 1,3-dipolar
cycloadditions of Nitrilimines to Exoheterocyclic enones. Site-, Regio- and stereo-selectivities
overview. Curr Org Chem 16:2673–2689
3. Shawali AS (2014) Chemoselectivity in 1,3-dipolar cycloaddition reactions of Nitrilimines
with multifunctionalized dipolarophiles. Curr Org Chem 18:598–614