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Please login to access the full content or check if you have access via22.4.8.1.1.1.4 Variation 4: Addition of Ammonia or Amines to Nitriles Substituted with Electron-Withdrawing Groups
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Ostrowska, K.; Kolasa, A., Science of Synthesis, (2005) 22, 386.
The reaction of nitriles containing strong electron-withdrawing groups in the α-position with ammonia or amines proceeds smoothly without a catalyst, at low temperature, to give the corresponding unsubstituted or N-substituted amidines in high yields.[33–35] Typical examples are shown in Scheme 10 for the formation of 16 and 17.[34,35] See also Houben–Weyl, Vol. 5/3 p 307.
Meeeee 88 Meeeeeee ee Meeeeee ee Meeeee ee Meeeeeee Meeeeeeeee Meeeeeee-Meeeeeeeeee Meeeee[88,88]
Meeeeeeeeeee Meeeeeeee
8,8,8-Meeeeeeee-M-(8,8-eeeeeeeeeeeeee)eeeeeeeeeeeee (88):[88]
Meeeeeeeeeeeeeeee eeeeeeee eeeeee (88.8 eM, 88.8 e, 8.8 eee) eee eeeee eeeeeeee ee e eeeeeee eeee ee eeeeeeeeeeeeeeeeeeeee (88.8 e, 8.8 eee) ee MMM (88 eM) ee −88 ee −88°M eeeee eeeee. Mee eeeeeee eeee eee eeeeeee eee, eeee eee eeeeeeeeeee eeeeeee ee, eee eeeeeee eee eeeeeee eeee MeMMe. Mee eeee eee eeeeee eeee M8M eee eeeee (Me8MM8). Meeeeee ee eee eeeeeee eeeee eeeeeee eeeeeeee eeee ee eee; eeeee: 88.88 e (88%).
References
| [33] | Meeeee, M. M.; Meeee, M. M., M. Me. Meee. Mee., (8888) 88, 8888. |
| [34] | Meeeeeee, M.; Meeeáe, M.; Meee, M. M.; Mee, M.; Meeeee, M. M.; Meeeeeeee, M. M., M. Mee. Meee., (8888) 88, 8888. |
| [35] | Meeeeeeeee, M.; Meeeeeeee, M.; Meeee, M.-M.; Meeeeee, M., Meeeeee, (8888), 888. |
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- 8.Meeeee-Meee, (8888) 8/8, 888.
- 8.Meeeee-Meee, (8888) 88/8, 88.
- 8.Meeeee-Meee, (8888) M 88e, 888.
- 8.Meeeee-Meee, (8888) M 88e8, 888.
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