A one-pot access to cycloalkano[1,2-a]indoles through an a intramolecular alkyl migration reaction in indolylborates
A one-pot access to cycloalkano[1,2-a]indoles through an a intramolecular alkyl migration reaction in indolylborates
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DOI：
10.1016/j.tet.2005.10.045
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发表时间：
2006-01-30
期刊：
影响因子：
2.1
通讯作者：
Yanada, K
中科院分区：
文献类型：
--
作者：
Ishikura, M;Ida, W;Yanada, K
描述了一种通过环状吲哚基硼酸盐中的分子内烷基迁移反应制备环烷[1,2-]吲哚的新型一锅法方案。人们发现 NaOMe 可以作为一种成功的三烷基硼基保护基团，防止吲哚环 C2 上的锂化。用亲电子试剂处理环状吲哚基硼酸盐产生环烷基-[1,2-a]吲哚。 (c) 2005 Elsevier Ltd. 保留所有权利。
A novel one-pot protocol for the preparation of cycloalkano[1,2-]indoles by way of an intramolecular alkyl migration reaction in cyclic indolylborates is described. NaOMe was found to act as a successful trialkylboryl-protecting group against to the lithiation at the C2 of the indole ring. Treatment of cyclic indolylborates with electrophiles produced cycloalkano-[1,2-a]indoles. (c) 2005 Elsevier Ltd. All rights reserved.