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Kwiecień, H., Science of Synthesis Knowledge Updates, (2014) 4, 260.
The direct electrophilic cyanation of aromatic C—H bonds with cyanogen halides requires activation by Lewis acids, but benzo[b]furan (1) usually undergoes polymerization in the presence of such acids. The synthesis of benzo[b]furan-2-carbonitriles can be achieved by treatment with cyanogen bromide in the presence of gallium(III) chloride as a catalyst. When the 2-position is occupied, the cyanation occurs at the 3-position giving, for example, 2-phenylbenzo[b]furan-3-carbonitrile (546) in high yield (Scheme 232).[419]
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References
| [419] | Meeeeee, M.; Meeeeeee, M.; Meeee, M.; Meeeee, M.; Mee, M., Meee. Meeeee. (Meeeeeeee), (8888) 88, 8888. |
| [420] | Meeeeeee, M.; Meeeeeee, M.; Meee, M., Meeeeeeeeee, (8888) 88, 8888. |
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