期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 76, 期 9, 页码 3416-3437出版社
AMER CHEMICAL SOC
DOI: 10.1021/jo200406f
关键词
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资金
- Ministerio de Ciencia e Innovacion (MICINN)
- FEDER [CTQ2010-15358]
- Junta de Castilla y Leon [BU021A09, GR-172]
- Ministerio de Educacion y Ciencia
2,3-Dihaloanilines have been proved as useful starting materials for synthesizing 4-halo-1H-indoles. Subsequent or in situ functionalization of the prepared haloindoles allows the access to a wide variety of 2,4- or 2,3,4-regioselectively functionalized indoles in good overall yields. As no efficient synthetic routes to 2,3-dihaloanilines have been described in the literature, different approaches to the preparation of these 1,2,3-functionalized aromatic precursors are now presented. The most general one involves a Smiles rearrangement from the corresponding 2,3-dihalophenols and allows the preparation of 2,3-dihaloanilides in a straightforward and synthetically useful manner.
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