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Article Abstract
Dirhodium(II)-catalyzed regio-divergent intramolecular rearrangement of oxonium and sulfonium ylides, generated from diazo arylidene succinimides (DAS), has been achieved at room temperature. Allyloxy-substituted DAS derivatives were strategically designed and synthesized to explore their reactivity under metal catalysis. The transformation is proposed to proceed via oxonium ylide intermediate, followed by [1,2]- and [1,4]-shifts, leading to the chromene framework. This strategy was further extended to to access thiochromenes under mild reaction conditions. For the first time, intramolecular rearrangement has been explored on DAS derivatives to synthesize bioactive chromene and thiochromene scaffolds.
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