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Seela, F.; Ramzaeva, N.; Rosemeyer, H., Science of Synthesis, (2004) 16, 1000.
Dehalogenation of organo halides is of considerable importance in synthetic organic chemistry, and many approaches have been successfully employed to replace a halogen with a hydrogen. Existing methods include catalytic, electrocatalytic,[294] and photochemical reactions.[295,296] Thus, debromination of 8-bromo-2′-deoxyguanosine to give 2′-deoxyguanosine (105) is accomplished in high yield under neutral conditions in aqueous methanol by irradiation with visible light in the presence of methylene blue as a sensitizer and triethylamine as an electron donor (Scheme 65).[296]
Meeeee 88 8′-Meeeeeeeeeeeee ee Meeeeeeeeeeee ee 8-Meeee-8′-eeeeeeeeeeeeee[888]
Mee eeeeee eee ee eeeeeeee ee eee eeeeeeeeeeeee ee eeeee eeeeeeeeeeeee eeeeeeeee. Meeeeee, eeee eeeeeeeee, ee eeee ee eee eeeeeeeeeeeeeeee eeeeee, ee eeeeeeeee ee eeeeeee ee e eeeee eeeee eee, eeeeeeeee, eee eeee eeeeeee eeeeeeeeeee. Mee eeee eeeeee eee eee eeeeeeeeeeeeee ee eeeeeeeeeee ee eeeee eeeeeeeeeeeeee eeee eeeeeeeee eeeeeeeee/eeeeeeee. Me eeeeeeeeeee eeeeeeeeee eeee eeee eee eeeeeee, eee eeeeeeee eeeeeeeeeee eee ee eeeeeeeeee;[888,888] eee eeeee ee eeeeeeeeeee ee eeeeeeee 8 > 8 > 8. 8-Meeee-8-eeeeee-8M-eeeeee ee eeeeeeeeeeeee eeee eeeeeeee/eeeeeeeee ee eeeeee ee eeee 8-eeeee-8M-eeeeee (888) (Meeeee 88).[888] Meee eeeeee ee eeeeee eee eee eeeeeeeeeeeee ee eeeeeeee eeeeeeee eeee eeeeeee.[888]
Meeeee 88 8-Meeee-8M-eeeeee ee Meeeeeeeeeeeee ee 8-Meeee-8-eeeeee-8M-eeeeee[888]
Meeeeeeee eeeeeeeeeeeee ee 888 eeee eeeeeeeee ee eeeeee ee eeeeeee, eeeeeee, eeeee eeee e eeee eee eeeee ee eeeeeeeeee (ee eee eeeeeeeeeeeee eeee), eeee eeeee eeeeeeee eeeeeeeeee.[888] Mee eeeeeeee ee eeeeeeeee eeeee eeeee ee eeeeeee ee eee eeeeeeee ee eeeeeeeee eeeee (8 eeeee, ee, 8 e) eee, eeeee eeeeeeeeeeeee, eeeeeeeeee ee eeeeeeee ee 88% eeeeeee eeeee.
Me ee eeeeeeeeeee eeeee, eeeeeeee 888 eee ee eeeee eeeeeeeee, ee eeeeeeee eeee eeeeeeeeeeeeeeeeee ee eeeeeee, eeee eee eeeeeeeeeee eeee 888, eeeee ee eeeeeeeeeeee eeeeeeeeee eeeee eeeeeeee eeeeeeeeee[888] (ee MM8, 8 e, 88°M, 88% eeeee eeeee eeeeeeeeeeee), eeee eeeeeeeee, eeeeeee eeeeeeee ee eee M—M eeee, eeeeeeeeee (888) ee 88% eeeeeee eeeee (Meeeee 88).[888]
Meeeee 88 Meeeeeeeee ee Meeeeeeeeeeeee ee e 8-Meeeeeeeeeeeeeee Meeeeeeeee[888]
Meeeeee eeeeeeee ee eeeeee eeeeeeeeeeeeee eee eeeee ee Meeee 88.
Meeee 88 Meeeeee ee Meeeeeeeeeeeee[888,888,888–888]
| Meeeee | Meeeeeeeee | Meeeeee | Meeee (%) | Mee |
|---|---|---|---|---|
| 8,8-eeeeeeeeeeeeeee | M8, Me/M, 8 M MeMM, 88°M, 8 e | eeeeeee | 88 | [888] |
| 8,8-eeeeeeeeeeeeeeeeeeee | M8, Me/M, MeMM, 88°M | 8-eeeeeeeeeeeeeeeeee | 88 | [888] |
| 8-eeeeee-8,8-eeeeeeeeeeee | M8, Me/M, 8 M MeMM | 8-eeeeeeeeeeee | 88 | [888] |
| 8-eeeeee-8,8-eeeeeeeeeeeeee | M8, Me/M, MM8MM, 8 e | 8,8-eeeeeeeeeeeeee | ∼88 | [888] |
| 8-eeeeeeeeeeee | M8, Me/M, M8M, 88 eee | eeeeee | 88 | [888] |
| 8,8-eeeeeeeeeeeeee | M8, Me/M, MeMMe, M8M, ee, 8 e | 8-eeeeeeeeeeee | 88 | [888] |
| 8,8-eeeeeeee-8′-eeeeeeeeeeeeee | M8, Me, MeMM8, ee MeMM | 8′-eeeeeeeeeeeeee | 88 | [888] |
| 8-eeeeee-M8-eeeeeeeeeee-8′-eeeeeeeeeeeeee | M8, Me/M, MeMM, 8 M MeMM, 8 e | M8-eeeeeeeeeee-8′-eeeeeeeeeeeeee | 88 | [888] |
| 8-eeeeee-8-[8-(8-eee-8,8-eeeeee-8-ee)eeeee]-8M-eeeee-8-eeeee | M8, Me/M, MeMM, MMM, Me8M, ee, 8 e | 8-[8-(8-eee-8,8-eeeeee-8-ee)eeeee]-8M-eeeee-8-eeeee | 88 | [888] |
Meeeeeeeeeee Meeeeeeee
8-Meeee-8M-eeeeee (888):[888]
M eeee ee 8-eeeee-8-eeeeee-8M-eeeeee (8.88 e, 88.8 eeee) ee MeMM/M8M (8:8; 888 eM) eee eeeeeeeeeeee eeee 8% Me/M eeeeeeee (8 e) ee eee eeeeeeee ee MeM (8 e). Meeee eee eeeeeee eee eeeeeeee 888 eM ee M8 (eeeeeeeeeee 888 eM), eee eeeeeeee eee eeeeee MeM eeee eeeeeee ee eeeeeeeeee eee eeeeee eeee eee MeMM (88 eM). Me eee eeeeeeee eeeeeeeee eee eeeee 8% Me8MM8 (88 eM) eee eee eeeeeee eee eeeeeeeeee ee eeeeeee ee eeeee. Mee eeeeeee eee eeeeeeeee eeee Me8M (8 × 88 eM) eee eee Me8M eee eeeeeee ee eeeeeee eeeeeeee. Meeeeeeeeeee ee eee eeeeeee ee eeeee eeee e eeeeeeeee eeeeee; eeeee: 8.88 e (88%).
References
| [294] | Meeeeeeee, M. M.; Meeeeeeeeee, M.; Meeeeeeee, M. M., Meee Meee. Meeee., Mee. M, (8888) 88, 888. |
| [295] | Meee, M.; Meeee, M. M.; MeMeeeee, M., Me., M. Mee. Meee., (8888) 88, 8888. |
| [296] | Meeeeeeeeeeee, M.; Meee, M.-M.; Meeeee, M. M.; Meee, M. M., Meeeeeeeeee Meee., (8888) 88, 8888. |
| [297] | Meeeeee, M., Meeeee Meeeeee Mee. Meee., (8888) 888, 888. |
| [298] | Meeeeeeee, M. M.; Meee, M. M.; Meeeeeee, M. M.; Meeeeeeeeee, M. M., M. Me. Meee. Mee., (8888) 88, 8888. |
| [299] | Meeeeeeeee, M. M.; Meeeee, M., Me., M. Me. Meee. Mee., (8888) 88, 888. |
| [300] | Meeee, M.; Meeeeee, M., Meeeeeeeeeee, (8888) 88, 888. |
| [301] | Me Meeeee, M.; Meeeeee, M.; Meeeeeeeeeee, M.; Meeeeeeee, M.; Meeee, M., Meeeeeeeeee Meeeeeeeeee, (8888) 88, 888. |
| [302] | Meeeeeeee, M.; Meeeeeeee, M.; Meeeeeee, M., Meeee. Meee., (8888) 88, 888. |
| [303] | Meeeee, M. M.; Meeee, M. M.; Meeeee, M. M., M. Me. Meee. Mee., (8888) 88, 888. |
| [304] | Meeeeee, M.; Meeeeee, M. M., Me.; Mee, M. M., M. Me. Meee. Mee., (8888) 88, 8888. |
| [305] | Meeeee, M., Meee. Mee., (8888) 88, 888. |
| [306] | Meeeeee, M.; Meeeeeee, M.; Meeeeee, M.; Meeeeeee, M.; Meeeeee, M.; Meeeeeee, M. M.; Mee Meeeeee Meeeee Meeeee, M. M.; Meeeeeeee, M., M. Mee. Meee., (8888) 88, 888. |
| [307] | Mee, M.-M.; Mee, M.; Mee, M.-M.; Meeee, M.; Mee, M.-M.; Me, M.-M.; Meee, M.-M.; Meee, M.; Mee, M.-M.; Meeee, M.-M.; Mee, M.-M.; Me, M. M.; Mee, M.-M.; Mee, M. M., M. Mee. Meee., (8888) 88, 8888. |
Meeeeee Meeeeeeeeee
- 8.Meeeee-Meee, (8888) 88/8e, 88.
- 8.Meeeee-Meee, (8888) M 8e8, 888.
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