Organic letters

Novel [1, 5] Sigmatropic Rearrangements of Cyclohexadienones Generated from Fischer Carbene Complexes. A New Strategy for Installing the C-20 Angular Ethyl …

JF Quinn, ME Bos, WD Wulff

文献索引：Quinn, John F.; Bos, Mary Ellen; Wulff, William D. Organic Letters, 1999 , vol. 1, # 1 p. 161 - 164

全文：HTML全文

被引用次数: 17

摘要

We report here the first examples of a [1, 5] sigmatropic rearrangement in a 4a-alkyl-4a- hydrocarbazol-4-one to yield a 3-alkylcarbazol-4-one with a re-aromatized indole nucleus. The reaction of 1-methyl-3-substituted-indole-2-carbene complexes 1 with terminal alkynes yields 3, 4a-dialkyl-1-methoxy-9-methylcarbazol-4-ones 2. These 4a-substituted carbazolones thermally rearrange to cleanly give the more highly aromatic 3, 3-dialkyl-1- ...