Categories: CN Bond Formation > Synthesis of Nitriles
Synthesis of Cyanamides
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Recent Literature
A novel and facile transformation of N,N-disubstituted glycylamides into
corresponding cyanamides using pentavalent iodine reagents and
tetraethylammonium bromide offers advantages such as use of non toxic reagents,
shorter reaction times and good yields.
K. H. Chaudhari, U. S. Mahajan, D. S. Bhalerao, K. G. Akamanchi, Synlett,
2007, 2815-2818.
A low-temperature metalation of N-substituted 5H-tetrazoles followed by
spontaneous cycloreversion at 0°C provides N-metalated cyanamides that can be
reacted in situ with a variety of electrophiles. Addition of lithium
organometallics to the N,N'-disubstituted cyanamides enables the synthesis of
N,N'-disubstituted amidines.
E. Duchamp, S. Hanessian,
Org. Lett., 2020, 22, 8487-8491.
A low-temperature metalation of N-substituted 5H-tetrazoles followed by
spontaneous cycloreversion at 0°C provides N-metalated cyanamides that can be
reacted in situ with a variety of electrophiles. Addition of lithium
organometallics to the N,N'-disubstituted cyanamides enables the synthesis of
N,N'-disubstituted amidines.
E. Duchamp, S. Hanessian,
Org. Lett., 2020, 22, 8487-8491.