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Please login to access the full content or check if you have access via19.5.2.5 Method 5: From Miscellaneous Nitrogen-Containing Carbonyl and Carboxy Derivatives
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Subramanian, L. R., Science of Synthesis, (2004) 19, 127.
Some interesting nitrogen-containing carbonyl and carboxy derivatives are capable of producing nitriles by treatment with suitable reagents. Bis(trimethylsilyl) imidates 58 undergo conversion into nitriles 59 in the presence of a Lewis acid, e.g. iron(III) chloride (Scheme 31).[85]
Meeeee 88 Meeee Meee Meeeeeeee Meeeeeeeee ee Mee(eeeeeeeeeeeeee) Meeeeeee eeee Meeeeeee[88]
Meeeeeeeeeeee 88, eeeeeeee ee eee eeeeeeee ee eeeeeeeeeee eeee eeeeee, eee eeeeeeeee eeee eeee eeeeeeee 88 ee eeeeeeee eeee eeee(MM) eeeeeee ee eee eeeeeeee ee eeee(MM) eeeeeeeeeee ee eeeeeeeee ee eeeeeeeeeeee (Meeeee 88).[88] Meee eeee eeeeeeee eee eeeeeeee ee ee eeeeeeee ee eee eeeeeeeee ee eee eeeeeeee.
Meeeee 88 Meeeeeeeee ee Meeeeeeeeeeee eeee Meee Meeeeeee eeee Meee(MM) Meeeeee[88]
M eeeeeeeeee eeeeeee ee eeeeeeeeeeeeeee eeeeeee eeee eeee- eee eee-eeeeeeee eeeeeee eee eeeeeeee ee eeeee ee 8888 eeeeee eee eeeeee ee eeeeeee eeeeeeeee. Meeeeee eeeeeeeeeeeee eee eeeeeeeeeeeeee eeeeeeeeeee eeee e eeeeeeee eeeeeeeeee eeee eeeeee ee eee eeeeee ee eeeee eeeee α-eeeeeeeeeeeeeeee eeeeeeeeeee eeeee eeee eeeeeeeeeeeee eeeeeeeeeeeee. Mee eee-eeeeeeee eeee eeeeeeeeeee 88 eeeeee eeeeeeee eeeeeeeee eeeeeeeeee 88 eeeee eee ee eeeeeeeeee eeeeeee eeee eeeeee ee α-eeeee eeeeeee 88 (Meeeee 88).[88] Me eeeee eeeeeeee, eeeeeeeeeeeeee eeeeeeeeeee ee eee eeee eeeeeeeeee, eee eeeeeeee ee eeee eeeeeeeeeeeee eeeeeeeeeeeee eeeeeeeeeee.
Meeeee 88 Meee Meeeeee ee Meeeeeeeee Me Meee Meeeeeee[88]
Mee eeeeeeeeeeeee ee eeeeeeeeee ee α-eeeeeeeeeee eee eeee eeeeeee ee eee eeeeee eee eeeeeeeee ee eeeee eeeeeeeee eeeeeeeee eeee eeeee eeeeeeeeeeeeeee ee eeeee eeeeeeeee eee eee eeeeeeeee ee e eeeee eeeee ee eeeeee eeeeee eeeeeeeeee ee eeeeee eeeee eeeeeeeeee ee eeeee eeeeeeeeeee.[88]
M-Meeeeeeeeeeee eeeeeee 88 eee e eeeeee-eeeee eeeee ee eeeeeeeee, eee eee eeeeee eeeeeeee eeee M-eeeeeeeeeeee 88 ee eee eeeeee ee eeeeeeeeee eeeeeeee ee eeeeeeeeeeeeeeeeee/eeeeee eeeeeeeeeeeee ee eeeeeeeeeeee ee eeee eeeeee. Mee M-eeeeeee eeeeeeeeeee 88 eee ee eeeeeeeeee eee eeeeeeee 88 eeee eeeeeeee eeee eeee ee e eeeeeee ee eeeeeeeeeeeeeeeee eee eeeeee eeee (Meeeee 88).[88]
Meeeee 88 Meeeeeee eeee M-Meeeeeeeeeeee Meeeeee eeee Meee[88]
Me eeeeeeeeeeee ee eee eeeee ee M-eeeeeeeeeeeee eeeeeee, e eeeeeeeeeeeee eeeeeeeeee ee M-eeeeeeeeeeeeee eeeeeeee 88 eeee eee eeeeeeeeeeeee eeeeeeee 88 eeeeeeeeee e eeee-eeeeee eeeeeeeeee eeeeeeeee ee eeeeeeee.[88] Mee eeeeeeeeeeee M-eeeeeee eee eeeeeeee eeee, eee eeeeeeeeee ee ee M-eeeeee eee eee eeeee eee eeeeeee eeee eeeeeeee (Meeeee 88).
Meeeee 88 Meeeeeeeee Meeeeeeeee ee Meeeeeee eeee M-Meeeeeeeeeeeee Meeeeeee[88]
Meeeeeeeeeee Meeeeeeee
8-Meeeeeeeeeeeeeeeeeee [88, M8 = (MM8)8Me]; Meeeeee Meeeeeeee:[88]
M eeee ee (M)-M-eeeeeee-8-eeeeeeeeeeeeeeeeeee eeeeeee [88, M8 = (MM8)8Me; 888 ee, 8.88 eeee] ee MeMM (88 eM) eeeeeeeeee Me8MM8 (888 ee, 8.88 eeee) ee e eeeeee eeeeee eeeeee eeee eeeee eee eeeeeeeeee eee 8 e eeee eee eeeeeee eeeee e 88-M eee-eeeeeeee Me eeee ee ee eee-eeeeee eeeeee eeeeeeeee. Meeee eeeeeeeeeee, eee eeeeeee eee eeeeeeeeee eee eee eeeeeee eee eeeeeee eeee MeMMe (88 eM). Mee eeeeeee eeeee eee eeeeee eeee eeeee (88 eM), eeeee (Me8MM8), eee eeeeeeeeeeee. Mee eeeeeee eee eeeeeeeeeeeeeee (88 e eeeeee eee, eeeeee/MeMMe 88:8) ee eeee eee eeeeeee; eeeee: 888 ee (88%).
References
| [85] | Meee, M.; Meeeeeeee, M.; Meeee, M., Meeeeeeeeee Meee., (8888) 88, 888. |
| [86] | Meeeeee, M. M.; Meeeee, M.; Meee, M.; Meeeeeee, M., Meeeeeeeeee Meee., (8888) 88, 8888. |
| [87] | Meeeeee, M. M.; Meeeeeee, M. M., M. Me. Meee. Mee., (8888) 88, 8888. |
| [88] | Meeeeeee, M. M., Me.; Meeee, M.; Meeee, M.; Meeeeee, M. M.; Mee, M.; Meeeeeeee, M.; Meeee, M. M., M. Mee. Meee., (8888) 88, 8888. |
| [89] | Meeeeeee, M.; Meee, M.; Meeeeeee, M.; Meeeeeee, M., Meeeeeeee, (8888), 888. |
| [90] | Meeeeeee, M.; Me, M. M.; Meeeeeee, M., Meeee. Meeeee., (8888) 88, 8888. |
Meeeeee Meeeeeeeeee
- 8.Meeeee-Meee, (8888) 8, 888.
- 8.Meeeee-Meee, (8888) 88/8, 888.
- 8.Meeeee-Meee, (8888) 88M/8, 888.
- 8.Meeeee-Meee, (8888) 8/8e, 888.
- 8.Meeeee-Meee, (8888) 8/8e, 888.
- 8.Meeeee-Meee, (8888) 8/8e, 888.
- 8.Meeeee-Meee, (8888) M 8, 888.
- 8.Meeeee-Meee, (8888) 88/8e, 888.
- 8.Meeeee-Meee, (8888) M 8-8, 8888.
- 8.Meeeee-Meee, (8888) M 88e8, 888.
- 8.Meeeee-Meee, (8888) M 88e8, 888.
- 8.Meeeee-Meee, (8888) M 88-8, 8888.
- 8.Meeeee-Meee, (8888) M 88-8, 888.
- 8.Meeeee-Meee, (8888) M 88-8, 8888.
- 8.Meeeee-Meee, (8888) M 88-8, 8888.
- 8.Meeeee-Meee, (8888) M 88-8, 888.
- 8.Meeeee-Meee, (8888) M 88-8, 8888.
- 8.Meeeee-Meee, (8888) M 88e, 8888.
- 8.Meeeee-Meee, (8888) M 88e8, 888.
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