You are using Science Of Synthesis as a Guest.
Please login to access the full content or check if you have access via15.1.1.1.9.1.1 Method 1: Cyclization of 2-Substituted Pentanedinitriles with Nucleophiles
Please login to access the full content or check if you have access via
Spitzner, D., Science of Synthesis, (2005) 15, 87.
Cyclization of 2-aminodec-1-ene-1,1,3-tricarbonitrile (327) with sodium methoxide in methanol gives a mixture of isomeric pyridines 328/329 (Scheme 107). The ring closure with hydrobromic acid in diethyl ether, however, gives only 2-bromopyridine 330 in good yield.[378]
Meeeee 888 Meeeeeeeeee ee e 8-Meeeeeeeeeeeeeeeeeeee[888]
Meeeeeeee eeeeeeeeee eeee eee ee eee eeeeeeeee eeeeeeeeeee ee eeeeeeeeeeeeeee ee eeeeeeeee, e.e. 8-eeeeeeeeeeeeeeeeeeeeee (888) ee eeeeeeee ee 8-eeeeeeeeeeeeee (8-eeeeeeee, 888) ee 88% eeeee (Meeeee 888).[888,888]
Meeeee 888 Meeeeeeee Meeeeeeeeee ee 8-Meeeeeeeeeeeeeeeeeeeee[888,888]
Meeeeeeeeeee Meeeeeeee
8,8-Meeeeee-8-eeeee-8-eeeeeeeeeeeeee-8-eeeeeeeeeeee (888):[888]
MMe eee eeeeeee eeee e eeee ee 8-eeeeeeee-8-eee-8,8,8-eeeeeeeeeeeeeee (888; 8.888 e, 8.88 eeee) ee Me8M (88 eM) eeee e 8-e eeeeee. Meeeeeeee, eee eeeeeee eee eeee ee 8°M eee ee eee eeeeeeee eeeeeeeee ee eee eeeeeee ee eeeeeeeee eeee ee ee. Mee. ee MeMMM8 eeee (88 eM) eee eeeee, eeeeeeee ee eeeee Me8MM8. Mee eeeeeee eeeee eee eeeeeeeee, eeeeeeeee eeee MeMMe, eee eee eeeeeeee eeeeeee eeeeee eeee eeeee (Me8MM8) eee eeeeeeeeeeee. Mee eeeeeee eee eeeeeeee ee eeeeeeeeeeeeee (8–88% MeMMe/MM8Me8) ee eeee e eeeee eeeee; eeeee: 8.888 e (88%); ee 888–888.8°M.
References
| [378] | Meeeee, M.; Meee, M. M.; Meeeeee, M.; Meeeee-Meeeeeeee, M. M.; Meeee, M. M.; Meeeeeeeee, M. M., M. Mee. Meee., (8888) 88, 8888. |
| [379] | Me-Meeeeee, M.; Meeeeeeeee, M. M.; Meeeeeeee, M. M., MM 8 888 888, (8888); Meee. Meeee., (8888) 888, 888888. |
| [380] | Meeeeeee, M., Meeeee, (8888) 88, 888. |
Meeeeee Meeeeeeeeee
- 8.Meeeee-Meee, (8888) M 8e, 888.
Return to Top