| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 5228119 | Tetrahedron | 2005 | 10 Pages |
Abstract
A novel method is presented for the one-pot synthesis of substituted 3-(2-hydroxyethyl)- and 3-(3-hydroxypropyl)indoles (tryptophols and homotryptophols) from aryl hydrazines and silyl-protected Ï-(hydroxyoalkyl)alkynes. Various tryptophol derivatives were prepared directly in good yield with excellent regioselectivity via a domino reaction sequence consisting of a titanium-catalyzed hydroamination of the alkyne, [3+3]-rearrangement of the resulting aryl hydrazone, and subsequent deprotection of the hydroxy group.
The first general method for the synthesis of tryptophol derivatives from aryl hydrazines and alkynes is presented.Download full-size image
Related Topics
Physical Sciences and Engineering
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Authors
Vivek Khedkar, Annegret Tillack, Manfred Michalik, Matthias Beller,