Title of article
Two concise total syntheses of the wasabi phytoalexin methyl 1-methoxyindole-3-carboxylate
Author/Authors
Li، نويسنده , , Bing and Williams، نويسنده , , John D. and Peet، نويسنده , , Norton P. Peet، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2013
Pages
3
From page
3124
To page
3126
Abstract
Two new syntheses of the phytoalexin methyl 1-methoxyindole-3-carboxylate (1) were developed that employ the same key intermediate. Methyl 2-(2-nitrophenyl)acrylate (2) was directly converted into phytoalexin 1 using modified Cadogan–Sundberg indole synthesis conditions with trimethyl phosphite. Acrylate 2 also underwent reductive cyclization with stannous chloride to give methyl 1-hydroxyindole-3-carboxylate (3), which was methylated to produce phytoalexin 1.
Keywords
reductive cyclization , N-Hydroxyindole , phytoalexin , N-Methoxyindole , Cadogan–Sundberg
Journal title
Tetrahedron Letters
Serial Year
2013
Journal title
Tetrahedron Letters
Record number
1884669
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