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[摘要]：A study on the acid catalyzed halogen dance (ACHD) on deactivated bromopyrroles is reported. A different behavior is observed when considering singly deactivated pyrrole alkylcarboxamides, or doubly deactivated pyrroleketo-lactams (aldisines). Although less electron deficient pyrrole alkylcarboxamides suffer from ACHD, the double deactivation on keto-lactams disfavors pyrrole ring protonation thus preventing halogen scrambling. The mechanism involved in the rearrangement is hypothesized. |
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