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Please login to access the full content or check if you have access via23.12.4.1.4.1 Variation 1: Azafulvenones by Wolff Rearrangement and Other Routes
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Tidwell, T. T., Science of Synthesis, (2006) 23, 470.
3-(Oxomethylene)-3H-pyrrole (371) has been prepared by low temperature photochemical Wolff rearrangement of the α-diazo ketone 370 in a matrix as identified by the IR absorption at 2146 cm−1 (Scheme 146),[290] while flash-vacuum pyrolytic dehydration of 1H-pyrrole-2-carboxylic acid (372) gives the isomeric 2-(oxomethylene)-2H-pyrrole (373), also identified by the IR absorption at 2146 cm−1, which is trapped in a matrix and forms the dimer 374 (Scheme 146).[291,292] Photolysis of the diazo compound 375 gives the carbene 376, which upon carbon monoxide addition in a matrix forms 4-(oxomethylene)-4H-imidazole (377), identified by the IR absorption at 2153 cm−1 (Scheme 146).[293]
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References
| [290] | Meee, M. M.; Meee, M. M.; Meeeeee, M., M. Mee. Meee., (8888) 88, 8888. |
| [291] | Meee, M. M.; Meeeeee, M.; Meeeeee, M., M. Me. Meee. Mee., (8888) 888, 8888. |
| [292] | Meee, M. M.; Meeeeeeeee, M.; Meee, M. M.; Meäeeee, M.; Meeeeee, M., M. Me. Meee. Mee., (8888) 888, 8888. |
| [293] | Meeee, M.; Meeeee, M., Mee. M. Mee. Meee., (8888), 8888. |
| [294] | Meee, M. M.; Meeeeee, M., Meeeeeeeeee Meee., (8888) 88, 8888. |
| [295] | Meeee, M.; Meeeeee, M., M. Meee. Mee., Meee. Meeeee., (8888), 888. |
| [296] | Meeeee, M.; Meeeee, M. M.; Meeee, M. M., M. Meeeeeeeee. Meee., (8888) 88, 8888. |
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- 8.Meeeee-Meee, (8888) M 88e8, 8888.
- 8.Meeeee-Meee, (8888) M 88-8, 8888.
- 8.Meeeee-Meee, (8888) M 88-8, 8888.
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