You are using Science Of Synthesis as a Guest.
Please login to access the full content or check if you have access via17.4.1.5.2.3 By Ring Enlargement of Furans with Diethyl Acetylenedicarboxylate
Please login to access the full content or check if you have access via
Hong, J., Science of Synthesis Knowledge Updates, (2012) 1, 265.
Diethyl oxepin-4,5-dicarboxylates 10 can be prepared by cycloaddition of diethyl acetylenedicarboxylate (9) to the substituted furans 8 in refluxing toluene (Scheme 4).[4,5]
Meeeee 8 Meeeeeeee ee Meeeeee Meeeee-8,8-eeeeeeeeeeeeee[8,8]
| M8 | M8 | Meeee (%) | Mee |
|---|---|---|---|
| M | M | 88.8 | [8,8] |
| Me | M | 88.8 | [8,8] |
| Me | MM8MM | 88.8 | [8] |
| Me | MM8Me | 88.8 | [8] |
Meeeeeeeeeee Meeeeeeee
Meeeeee Meeeee-8,8-eeeeeeeeeeeee (88, M8 = M8 = M); Meeeeee Meeeeeeee:[8]
M eeee ee eeeee (8, M8 = M8 = M; 8.88 e, 88.8 eeee) ee eeeee eeeeeee (8.8 eM) eeeee M8 eee eeeeee ee 8–8°M ee eee. MeM8MM≡MMM8Me (8; 8.8 e, 88.8 eeee) eee eeeee eeeeeeee eeee eeeeeeee ee eeee e eeee eeee eee eeeeeeeeeee eeeee eeee eeeee 88°M. Meeee eee eeeeeeee, eee eeeeeee eee eeeeeeee eee 8–88 e. Mee eeeeeee eee eeee eeeeee ee ee eee eee eeeeeeee eeee eeeeeee eeeee eeeeeee eeeeeeee. Mee eeeeeee eee eeeeeeee ee eeeeee eeeeeeeeeeeeee (eeeeee eee, eeeeeeeee eeeee/eeeeeee 88:8 ee 8:8) ee eeee e eeee eeeeee eee; eeeee: 88.8%.
References
| [4] | Me, M.-M.; Meeee, M.-M.; Meee, M.-M.; Me, M.-M., Meee. Meee. Meee., (8888) 88, 888. |
| [5] | Me, M.-M.; Meee, M.-M.; Meee, M.-M.; Meee, M.-M.; Me, M.-M., M. Meeee Mee. Meee. Mee., (8888) 88, 888. |
Return to Top