Title of article
Selective C-3 lithiation of 2,3-dibromo- and 2,3-diiodo-1-methylindoles
Author/Authors
Ueda، نويسنده , , Ikuko and Nishiura، نويسنده , , Mitsuko and Takahashi، نويسنده , , Tohru and Eda، نويسنده , , Kazuo and Hashimoto، نويسنده , , Masao and Yamamura، نويسنده , , Kimiaki، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2006
Pages
3
From page
8535
To page
8537
Abstract
Reaction of 2,3-dibromo-1-methylindole with tert-butyllithium at −78 °C followed by treatment with tropylium ion gave 2-bromo-3-cycloheptatrienyl-1-methylindole in a moderate yield, indicating that 2-bromo-3-lithio-1-methylindole would be involved as an intermediate instead of 3-bromo-2-lithio-1-methylindole. The structure of 2-bromo-3-cycloheptatrienyl-1-methylindole was unequivocally determined by a single X-ray analysis. 2,3-Diiodo-1-methylindole also gave a 3-lithio derivative exclusively.
Keywords
2 , 3-dibromo-1-methylindole , 2-Bromo-3-lithio-1-methylindole , 2 , 2-Iodo-3-lithio-1-methylindole , Selective 3-lithiation of 2 , 3-dihalo-1-methylindole , 3-Diiodo-1-methylindole
Journal title
Tetrahedron Letters
Serial Year
2006
Journal title
Tetrahedron Letters
Record number
1853380
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